Dimethylformamide → (2Z)-2-[2-(dimethylaminomethylideneamino)-1,3-thiazol-4-yl]-2-methoxyiminoacetyl chloride;hydrochloride

HRID 266246

반응식

HRID 266246 반응식
[CH3:1][N:2]([CH3:5])[CH:3]=O.C(Cl)(=O)C([Cl:9])=O.[NH2:12][C:13]1[S:14][CH:15]=[C:16](/[C:18](=[N:22]/[O:23][CH3:24])/[C:19](O)=[O:20])[N:17]=1>O1CCCC1>[ClH:9].[CH3:1][N:2]([CH:3]=[N:12][C:13]1[S:14][CH:15]=[C:16](/[C:18](=[N:22]/[O:23][CH3:24])/[C:19]([Cl:9])=[O:20])[N:17]=1)[CH3:5]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 5486924(alphaZ)-2-Amino-alpha-(methoxyimino)-4-thiazoleacetic acid

생성물 1

HCID 140382097(2Z)-2-[2-(dimethylaminomethylideneamino)-1,3-thiazol-4-yl]-2-methoxyiminoacetyl chloride;hydrochloride수율 43%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-15 °C

실험 절차

Dimethylformamide (1.6 g, 22 mmol) and 10 ml of tetrahydrofuran were mixed, to which 3.06 g (24 mmol) of oxalyl chloride were added dropwise under ice-cooling. After completion of the dropwise addition, the resulting mixture was stirred for further 10 minutes and was then cooled to -15° C. To the mixture so obtained, were added 2.0 g (10 mmol) of (Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetic acid and 10 ml of tetrahydrofuran, followed by stirring for 80 minutes. The reaction mixture was concentrated under reduced pressure. Slurry was collected by filtration under a nitrogen gas stream and then dried at room temperature, whereby 1.32 g of the title compound were obtained (yield: 43%).

후처리

  1. additionwere added dropwise under ice-
  2. temperaturecooling
  3. additionAfter completion of the dropwise addition
  4. customTo the mixture so obtained
  5. stirringby stirring for 80 minutes
  6. concentrationThe reaction mixture was concentrated under reduced pressure
  7. filtrationSlurry was collected by filtration under a nitrogen gas stream
  8. customdried at room temperature

출처 및 근거

ORD 기록
ord-43c0ae2acb1b4efd89b9f833e53f78b2
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05650518

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