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

HRID 67380

반응식

HRID 67380 반응식
[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

참가 물질

5

반응물 2

HCID 1088SarcosineHCID 27775521H,2H,4H-thieno(3,2-d)(1,3)oxazine-2,4-dione

생성물 1

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

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
110 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-93aad89455024f69a9e105128172c8ef
출처 데이터셋
uspto-grants-1982_08
특허 번호
US04346031

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