Methanol → 2-Aminothiophene-3-carboxamide

HRID 19567

반응식

HRID 19567 반응식
[S:1]1CC(O)S[CH2:3][CH:2]1O.[C:9]([CH2:11][C:12]([NH2:14])=[O:13])#[N:10].CO>O>[NH2:10][C:9]1[S:1][CH:2]=[CH:3][C:11]=1[C:12]([NH2:14])=[O:13]

참가 물질

5

반응물 3

HCID 887MethanolHCID 7898CyanoacetamideHCID 983301,4-Dithiane-2,5-diol

생성물 1

HCID 6994952-Aminothiophene-3-carboxamide수율 143%

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
37.5 °C

실험 절차

1,4-Dithiane-2,5-diol (50 g, 328 mmol), and cyanoacetamide (55.2 g, 657 mmol) were added to a mixture of MeOH (150 mL), water (9 mL) and TEA (6.5 g, 50 mmol). The resulting mixture was heated at about 35-40° C. for 30 minutes while stirring, and then heated to about 50-60° C. for an additional 30 minutes with stirring. The reaction mixture was then cooled to RT and poured into a mixture of ice (70 g)/water (200 mL). A fine precipitate formed upon addition, which was filtered and dried overnight to give (66.7 g) of the title compound. MS (ES+): 143 (M+H)+.

후처리

  1. temperatureheated to about 50-60° C. for an additional 30 minutes
  2. stirringwith stirring
  3. temperatureThe reaction mixture was then cooled to RT
  4. customA fine precipitate formed upon addition, which
  5. filtrationwas filtered
  6. customdried overnight

출처 및 근거

ORD 기록
ord-25f52f4c4edb4eb584090d5ad93df112
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745449B2

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