Methanol → 2-Aminothiophene-3-carboxamide

HRID 269854

反応式

HRID 269854 の反応式
O[CH:2]1[CH2:7]SC(O)C[S:3]1.[C:9]([CH2:11][C:12]([NH2:14])=[O:13])#[N:10].CO>O.C(N(CC)CC)C>[NH2:10][C:9]1[S:3][CH:2]=[CH:7][C:11]=1[C:12]([NH2:14])=[O:13]

参加物

6

反応物 3

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

生成物 1

HCID 6994952-Aminothiophene-3-carboxamide収率 141.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8471Triethylamine溶媒

反応条件

温度
37.5 °C

実験手順

2,5-Dihydroxy-1,4-dithiane (76 g) and cyanoacetamide (84 g) were added to a mixture of methanol (180 mL), water (10 mL) and triethylamine (10 g). The resulting mixture was heated at 35-40° C. for about 30 minutes while stirring, and then heated to 50-60° C. for an additional 30 minutes with stirring. The reaction mixture was then cooled to room temperature and poured into a mixture of ice (100 g)/water (360 mL). A fine precipitate formed upon addition, which was filtered and dried overnight to give 100.6 g of the title compound as a pale gray powder ((M+H)+=143, M.P.=159.0-159.6° C.).

後処理

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

出典と根拠

ORDレコード
ord-935fc3f083c445918b8be8fdace31fac
出典データセット
uspto-grants-2008_11
特許番号
US07449472B2

関連ノート

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