Sodium Cyanide → 3-Cyano-N-(1,1-dimethylethyl)thiophene-2-sulfonamide

HRID 2352466ノート

反応式

HRID 2352466 の反応式
Br[C:2]1[CH:6]=[CH:5][S:4][C:3]=1[S:7]([NH:10][C:11]([CH3:14])([CH3:13])[CH3:12])(=[O:9])=[O:8].BrC1SC=CC=1.[C-:21]#[N:22].[Na+]>CN(C)C=O>[C:21]([C:2]1[CH:6]=[CH:5][S:4][C:3]=1[S:7]([NH:10][C:11]([CH3:14])([CH3:13])[CH3:12])(=[O:9])=[O:8])#[N:22]

参加物

5

反応物 3

HCID 8929Sodium CyanideHCID 138512-BromothiopheneHCID 140519253-bromo-N-tert-butylthiophene-2-sulfonamide

生成物 1

HCID 142549393-Cyano-N-(1,1-dimethylethyl)thiophene-2-sulfonamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 197.7 g of 3-bromo-N-(1,1-dimethylethyl)thiophene-2-sulfonamide, 195.9 g of cuprous cyanide and 500 mL of dimethylformamide was heated to 150° for two and one half hours at which time none of the bromothiophene remained as indicated by thin layer chromatography. The reaction was cooled to room temperature and poured into 1500 mL of 10% aqueous sodium cyanide. The aqueous mixture was extracted with five, 200 mL portions of ethyl ether and the combined extracts were washed with five, 150 mL portions of water followed by one, 200 mL aqueous sodium chloride wash. After drying over magnesium sulfate, filtration and evaporation of the solvent 140.8 g of the desired product was obtained.

後処理

  1. extractionThe aqueous mixture was extracted with five, 200 mL portions of ethyl ether
  2. washthe combined extracts were washed with five, 150 mL portions of water
  3. washwash
  4. dry with materialAfter drying over magnesium sulfate, filtration and evaporation of the solvent 140.8 g of the desired product
  5. customwas obtained

出典と根拠

ORDレコード
ord-f82add84701b404ebaaddb4c33555360
出典データセット
uspto-grants-1989_10
特許番号
US04877440

反応ノート

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