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

HRID 67527
ノート
印刷プレビュー

反応式

HRID 67527 の反応式
[N:1]1[CH2:2][O:3][CH:4]=[C:5]2[S:9][CH:8]=[CH:7][C:6]=12.[NH:10]([CH2:12]C(O)=O)[CH3:11].CS(C)=[O:18]>C(OCC)(=O)C>[CH3:11][N:10]1[C:4](=[O:3])[C:5]2[S:9][CH:8]=[CH:7][C:6]=2[NH:1][C:2](=[O:18])[CH2:12]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 679Dimethyl SulfoxideHCID 1088SarcosineHCID 867385412H-thieno[3,2-d][1,3]oxazine

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
110 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-dcc590cbd7d74fe881ed37f5de0a6ea2
出典データセット
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04346033

反応ノート

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