化工英语专业论文翻译 10
SynthesisofN1,N3-dimethyl-7/8-hydroxycarbonylalloxazine(7).TheN1,N3-dimethyl-7/8-meth...
Synthesis of N1,N3-dimethyl-7/8-hydroxycarbonyl alloxazine
(7). The N1,N3-dimethyl-7/8-methoxycarbonyl alloxazine (6) (1
mmol, 300 mg) was suspended in concentrated hydrochloric acid
(4 mL) and the mixture was heated at 80 °C for 22 h. The reaction
mixture was allowed to cool to room temperature and poured into
12 mL of ice-water. The formed precipitate was filtered off and
washed with water and small amounts of diethyl ether and dried
under vacuum. The product was obtained as a yellow solid in 85%
yield as a 3:2 mixture of the 7- and 8-regioisomer. Major product
7-hydroxycarbonyl derivative: 1H NMR (400 MHz, DMSO-d6):
ä ) 8.49 (d, 1.7, 1H), 8.31 (d, J ) 8.7 Hz, 1H), 8.21 (dd, J ) 1.8,
8.7 Hz, 1H), 3.65 (s, 3H), 3.39 (s, 3H). Minor product 8-hydroxycarbonyl
derivative: 1H NMR (400 MHz, DMSO-d6): ä )
8.67 (d, 1.7, 1H), 8.36 (dd, J ) 1.8, 8.7 Hz, 1H), 8.08 (d, J ) 8.7
Hz, 1H), 3.65 (s, 3H), 3.39 (s, 3H).
Synthesis of Dihydroflavin 2. N1,N3-Dimethyl-7/8-hydroxycarbonylalloxazine
(7) (0.421 g, 1.5 mmol) was suspended in a
mixture of degassed ethanol (25 mL) and water (20 mL). Palladium
(10%) on charcoal (0.162 g, preactivated under vacuum) was added
followed by hydrochloric acid (3.2 mL) and acetaldehyde (3.2 mL).
The reaction was stirred overnight under 30 psi of H2 (g). After 26
h the reaction mixture was filtered through a Celite plug, in a
Schlenk equipped with a frit, which was connected to a Schlenk.
The Celite was washed with degassed ethanol until all yellow
substance was removed from the Celite plug. The Schlenk frit was
then replaced with a tube connected to a cold trap and the solvents
were removed under vacuum. The residual solids were suspended
in water and filtered in another Schlenk frit after which they were
left to dry over P2O5. Product 2 was obtained as an orange-red
powder in 67% yield. MS (MALDI-TOF) m/z calcd for C15H16N4O4
[M]+ 316.31, found 316.27. Major product 7-hydroxycarbonyl
derivative:1H NMR (400 MHz, CD3OD) ä 7.94 (d, J ) 2.0 Hz,
1H), 7.88 (dd, J ) 2.1, 8.9 Hz, 1H), 7.08 (d, J ) 8.8 Hz, 1H), 4.11
(m, J ) 2.6, 7.2, 14.6 Hz, 1H), 3.63 (m, J ) 6.6, 6.6, 14.6 Hz,
1H), 3.52 (s, 3H), 3.25 (s, 3H), 1.53 (t, J ) 6.9 Hz, 3H). Minor
product 8-hydroxycarbonyl derivative: 1H NMR (400 MHz, CD3-
OD) ä 7.70 (d, J ) 1.0 Hz, 1H), 7.51 (dd, J ) 1.3, 8.1 Hz, 1H),
7.34 (d, J ) 8.1 Hz, 1H), 4.11 (m, J ) 2.6, 7.2, 14.6 Hz, 1H), 3.63
(m, J ) 6.6, 6.6, 14.6 Hz, 1H), 3.52 (s, 3H), 3.26 (s, 3H), 1.55 (t,
J ) 6.9 Hz, 3H). 展开
(7). The N1,N3-dimethyl-7/8-methoxycarbonyl alloxazine (6) (1
mmol, 300 mg) was suspended in concentrated hydrochloric acid
(4 mL) and the mixture was heated at 80 °C for 22 h. The reaction
mixture was allowed to cool to room temperature and poured into
12 mL of ice-water. The formed precipitate was filtered off and
washed with water and small amounts of diethyl ether and dried
under vacuum. The product was obtained as a yellow solid in 85%
yield as a 3:2 mixture of the 7- and 8-regioisomer. Major product
7-hydroxycarbonyl derivative: 1H NMR (400 MHz, DMSO-d6):
ä ) 8.49 (d, 1.7, 1H), 8.31 (d, J ) 8.7 Hz, 1H), 8.21 (dd, J ) 1.8,
8.7 Hz, 1H), 3.65 (s, 3H), 3.39 (s, 3H). Minor product 8-hydroxycarbonyl
derivative: 1H NMR (400 MHz, DMSO-d6): ä )
8.67 (d, 1.7, 1H), 8.36 (dd, J ) 1.8, 8.7 Hz, 1H), 8.08 (d, J ) 8.7
Hz, 1H), 3.65 (s, 3H), 3.39 (s, 3H).
Synthesis of Dihydroflavin 2. N1,N3-Dimethyl-7/8-hydroxycarbonylalloxazine
(7) (0.421 g, 1.5 mmol) was suspended in a
mixture of degassed ethanol (25 mL) and water (20 mL). Palladium
(10%) on charcoal (0.162 g, preactivated under vacuum) was added
followed by hydrochloric acid (3.2 mL) and acetaldehyde (3.2 mL).
The reaction was stirred overnight under 30 psi of H2 (g). After 26
h the reaction mixture was filtered through a Celite plug, in a
Schlenk equipped with a frit, which was connected to a Schlenk.
The Celite was washed with degassed ethanol until all yellow
substance was removed from the Celite plug. The Schlenk frit was
then replaced with a tube connected to a cold trap and the solvents
were removed under vacuum. The residual solids were suspended
in water and filtered in another Schlenk frit after which they were
left to dry over P2O5. Product 2 was obtained as an orange-red
powder in 67% yield. MS (MALDI-TOF) m/z calcd for C15H16N4O4
[M]+ 316.31, found 316.27. Major product 7-hydroxycarbonyl
derivative:1H NMR (400 MHz, CD3OD) ä 7.94 (d, J ) 2.0 Hz,
1H), 7.88 (dd, J ) 2.1, 8.9 Hz, 1H), 7.08 (d, J ) 8.8 Hz, 1H), 4.11
(m, J ) 2.6, 7.2, 14.6 Hz, 1H), 3.63 (m, J ) 6.6, 6.6, 14.6 Hz,
1H), 3.52 (s, 3H), 3.25 (s, 3H), 1.53 (t, J ) 6.9 Hz, 3H). Minor
product 8-hydroxycarbonyl derivative: 1H NMR (400 MHz, CD3-
OD) ä 7.70 (d, J ) 1.0 Hz, 1H), 7.51 (dd, J ) 1.3, 8.1 Hz, 1H),
7.34 (d, J ) 8.1 Hz, 1H), 4.11 (m, J ) 2.6, 7.2, 14.6 Hz, 1H), 3.63
(m, J ) 6.6, 6.6, 14.6 Hz, 1H), 3.52 (s, 3H), 3.26 (s, 3H), 1.55 (t,
J ) 6.9 Hz, 3H). 展开
1个回答
2008-07-02
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合成的N1 , n3-dimethyl-7/8-hydroxycarbonyl alloxazine
( 7 ) 。有关的N1 , n3-dimethyl-7/8-methoxycarbonyl alloxazine ( 6 ) ( 1
mmol , 300毫克)被暂停在集中盐酸
( 4毫升)和混合加热,在80 ° C时为每小时22日反应
混合物被允许从冷到室温和投入
十二毫升的冰水。所形成的沉淀,过滤和小康
水洗和少量的乙醚和干果
真空条件下。该产品获得了一个黄色的固体,在85 %
产量作为一个3:2的混合物7 -8 - r egioisomer。主要产品
7 hydroxycarbonyl衍生:核磁共振( 400兆赫,二甲基亚砜- D6中) :
ä ) 8.49 (四, 7月1日, 1小时) , 8.31 (四, j )条8.7赫兹, 1小时) , 8.21 (房屋署副署长, j )条1.8 ,
8.7赫兹, 1小时) , 3.65 ( , 3小时) , 3.39 ( , 3小时) 。小产品8 - hydroxycarbonyl
衍生金融工具:核磁共振( 400兆赫,二甲基亚砜-的D6 ) : ä )
8.67 (四, 7月1日, 1小时) , 8.36 (房屋署副署长, j )条1.8 , 8.7赫兹, 1小时) , 8.08 (四, j )条8.7
赫兹, 1小时) , 3.65 ( , 3小时) , 3.39 ( , 3小时) 。
合成dihydroflavin 2 。的N1 , n3-dimethyl-7/8-hydroxycarbonylalloxazine
( 7 ) ( 0.421克, 1.5 mmol )是悬浮在一种
混合脱气乙醇( 25毫升)和水( 20毫升) 。钯
( 10 % )对木炭( 0.162克,预先真空条件下)补充说:
其次是盐酸( 3.2毫升)和乙醛( 3.2毫升) 。
反应搅拌下,一夜之间30防扩散安全倡议的H2 ( g )项。经过26
h反应混合物过滤,通过矽藻土堵塞,在一个
schlenk配备了熔块,这是连接到一个schlenk 。
该硅藻土是水洗与脱气乙醇,直至所有黄色
物质被拆掉,从矽藻土堵塞。该schlenk熔块是
然后代之以一个管连接到一个寒冷的陷阱和溶剂
被拆除下的真空。剩余固体被停职
在水和过滤在另一schlenk熔块后,他们被
左干超过磷。产品二,获得了作为一个橙红色
粉末在67 %的产量。 MS (上的MALDI - TOF )为m / z calcd为c15h16n4o4
[米] + 316.31 ,发现316.27 。主要产品7 hydroxycarbonyl
衍生金融工具:核磁共振( 400兆赫, cd3od )第7.94 (四, j )条2.0赫兹,
1小时) , 7.88 (房屋署副署长, j )条2.1 , 8.9赫兹, 1小时) , 7.08 (四, j )条8.8赫兹, 1小时) , 4.11
(男, j )条2.6 , 7.2 , 14.6赫兹, 1小时) , 3.63 (男, j )条6.6 , 6.6 , 14.6赫兹,
1小时) , 3.52 ( , 3小时) , 3.25 ( , 3小时) , 1.53 (吨, j )条6.9赫兹, 3小时) 。轻微
产品8 - hydroxycarbonyl衍生:核磁共振( 400 MHz的,的CD3 -
的OD )第7.70 (四, j )条1.0赫兹, 1小时) , 7.51 (房屋署副署长, j )条1.3 , 8.1赫兹, 1小时) ,
7.34 (四, j )条8.1赫兹, 1小时) , 4.11 (男, j )条2.6 , 7.2 , 14.6赫兹, 1小时) , 3.63
(男, j )条6.6 , 6.6 , 14.6赫兹, 1小时) , 3.52 ( , 3小时) , 3.26 ( , 3小时) , 1.55 (吨,
j )条6.9赫兹, 3小时) 。
( 7 ) 。有关的N1 , n3-dimethyl-7/8-methoxycarbonyl alloxazine ( 6 ) ( 1
mmol , 300毫克)被暂停在集中盐酸
( 4毫升)和混合加热,在80 ° C时为每小时22日反应
混合物被允许从冷到室温和投入
十二毫升的冰水。所形成的沉淀,过滤和小康
水洗和少量的乙醚和干果
真空条件下。该产品获得了一个黄色的固体,在85 %
产量作为一个3:2的混合物7 -8 - r egioisomer。主要产品
7 hydroxycarbonyl衍生:核磁共振( 400兆赫,二甲基亚砜- D6中) :
ä ) 8.49 (四, 7月1日, 1小时) , 8.31 (四, j )条8.7赫兹, 1小时) , 8.21 (房屋署副署长, j )条1.8 ,
8.7赫兹, 1小时) , 3.65 ( , 3小时) , 3.39 ( , 3小时) 。小产品8 - hydroxycarbonyl
衍生金融工具:核磁共振( 400兆赫,二甲基亚砜-的D6 ) : ä )
8.67 (四, 7月1日, 1小时) , 8.36 (房屋署副署长, j )条1.8 , 8.7赫兹, 1小时) , 8.08 (四, j )条8.7
赫兹, 1小时) , 3.65 ( , 3小时) , 3.39 ( , 3小时) 。
合成dihydroflavin 2 。的N1 , n3-dimethyl-7/8-hydroxycarbonylalloxazine
( 7 ) ( 0.421克, 1.5 mmol )是悬浮在一种
混合脱气乙醇( 25毫升)和水( 20毫升) 。钯
( 10 % )对木炭( 0.162克,预先真空条件下)补充说:
其次是盐酸( 3.2毫升)和乙醛( 3.2毫升) 。
反应搅拌下,一夜之间30防扩散安全倡议的H2 ( g )项。经过26
h反应混合物过滤,通过矽藻土堵塞,在一个
schlenk配备了熔块,这是连接到一个schlenk 。
该硅藻土是水洗与脱气乙醇,直至所有黄色
物质被拆掉,从矽藻土堵塞。该schlenk熔块是
然后代之以一个管连接到一个寒冷的陷阱和溶剂
被拆除下的真空。剩余固体被停职
在水和过滤在另一schlenk熔块后,他们被
左干超过磷。产品二,获得了作为一个橙红色
粉末在67 %的产量。 MS (上的MALDI - TOF )为m / z calcd为c15h16n4o4
[米] + 316.31 ,发现316.27 。主要产品7 hydroxycarbonyl
衍生金融工具:核磁共振( 400兆赫, cd3od )第7.94 (四, j )条2.0赫兹,
1小时) , 7.88 (房屋署副署长, j )条2.1 , 8.9赫兹, 1小时) , 7.08 (四, j )条8.8赫兹, 1小时) , 4.11
(男, j )条2.6 , 7.2 , 14.6赫兹, 1小时) , 3.63 (男, j )条6.6 , 6.6 , 14.6赫兹,
1小时) , 3.52 ( , 3小时) , 3.25 ( , 3小时) , 1.53 (吨, j )条6.9赫兹, 3小时) 。轻微
产品8 - hydroxycarbonyl衍生:核磁共振( 400 MHz的,的CD3 -
的OD )第7.70 (四, j )条1.0赫兹, 1小时) , 7.51 (房屋署副署长, j )条1.3 , 8.1赫兹, 1小时) ,
7.34 (四, j )条8.1赫兹, 1小时) , 4.11 (男, j )条2.6 , 7.2 , 14.6赫兹, 1小时) , 3.63
(男, j )条6.6 , 6.6 , 14.6赫兹, 1小时) , 3.52 ( , 3小时) , 3.26 ( , 3小时) , 1.55 (吨,
j )条6.9赫兹, 3小时) 。
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