Methanol → 2-Aminothiophene-3-carboxamide

HRID 9766

反応式

HRID 9766 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

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 (300 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. temperatureThe resulting mixture was heated at 35–40° C. for about 30 minutes
  2. temperatureheated to 50–60° C. for an additional 30 minutes
  3. stirringwith stirring
  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-a3cdbd0870f345c68c419ba11abf5150
出典データセット
uspto-grants-2006_08
特許番号
US07091347B2

関連ノート

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