肌氨酸 → 4-Methyl-3,4-dihydro-1H-thieno[3,2-e][1,4]diazepine-2,5-dione

HRID 67331笔记

反应方程式

HRID 67331 反应方程式
[NH:1]1[C:6]2[CH:7]=[CH:8][S:9][C:5]=2[C:4](=[O:10])[O:3][C:2]1=O.[NH:12]([CH2:14]C(O)=O)[CH3:13]>CS(C)=O.C(OCC)(=O)C>[CH3:13][N:12]1[C:4](=[O:10])[C:5]2[S:9][CH:8]=[CH:7][C:6]=2[NH:1][C:2](=[O:3])[CH2:14]1

参与物

5

反应物 2

HCID 1088肌氨酸HCID 27775522H-噻吩并[3,2-D][1,3]噁嗪-2,4(1H)-二酮

产物 1

HCID 538457174-Methyl-3,4-dihydro-1H-thieno[3,2-e][1,4]diazepine-2,5-dione

试剂、催化剂与溶剂 2

HCID 679二甲基亚砜溶剂HCID 8857乙酸乙酯溶剂

反应条件

温度
110 °C

实验过程

A mixture of 30.0 g (177 mmol) of 2H-thieno[3,2-d][1,3]oxazine-2,4(1H)-dione and 17.3 g (195 mmol) of sarcosine in 100 ml of dimethyl sulphoxide is stirred at 110° C. for 1.5 hours. The dark brown coloured solution is poured into ca 600 ml of ice/water. The separated oil is taken up in ca 200 ml of ethyl acetate and the aqueous phase is evaporated in vacuo until crystallisation begins. The mixture is cooled in an ice-bath for ca 3 hours and the separated material is filtered off under suction and washed with a small amount of water. After drying on a rotary evaporator, there is obtained 3,4-dihydro-4-methyl-2H-thieno[3,2-e][1,4]diazepine-2,5(1H)-dione of melting point 270°-272° C.

后处理

  1. customthe aqueous phase is evaporated in vacuo until crystallisation
  2. temperatureThe mixture is cooled in an ice-bath for ca 3 hours
  3. filtrationthe separated material is filtered off under suction
  4. washwashed with a small amount of water
  5. customAfter drying on a rotary evaporator

来源与证据

ORD记录
ord-ab342de47ba14728b67b8ec42a00538b
来源数据集
uspto-grants-1982_08
专利号
US04346030

反应笔记

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