Water → HCID 70574177、化合物

HRID 1388982ノート

反応式

HRID 1388982 の反応式
O.Br[CH2:3][C:4](=O)[CH:5](C)[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=1)=[O:7].[C:18]([NH:23][C:24]([NH2:26])=[S:25])(=[O:22])[CH:19]([CH3:21])[CH3:20].N1C=CC=C[CH:28]=1>C(O)C>[Cl:15][C:12]1[CH:11]=[CH:10][C:9]([NH:8][C:6]([CH2:5][CH:4]=[C:3]2[CH2:28][S:25][C:24]([NH:23][C:18](=[O:22])[CH:19]([CH3:21])[CH3:20])=[N:26]2)=[O:7])=[CH:14][CH:13]=1

参加物

6

反応物 4

HCID 962WaterHCID 1049PyridineHCID 3555130N-Carbamothioyl-2-methylpropanamideHCID 20297521HCID 20297521、化合物

生成物 1

HCID 70574177HCID 70574177、化合物収率 69.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A 300 ml reaction flask fitted with a magnetic stirrer, heating mantle, thermometer and water-cooled condenser was charged with 5.0 g (0.016 mole) of 4-bromo-4'-chloro-2-methylacetoacetanilide [M.P. 103°-105°; prepared as described by Hodgkinson and Staskun in The Journal of Organic Chemistry, vol. 34, p. 1710 (1969)], 100 ml of ethanol, 2.5 g (0.017 mole) of N-isobutyrylthiourea [M.P. 112°-114°; prepared as described by Moore and Crossley in The Journal of the American Chemical Society, vol. 62, p. 3273 (1940)] and 1.6 g (0.02 mole) of pyridine. The solution was stirred and refluxed for three hours. The solvent was removed under reduced pressure and the residual solid was stirred with watertoluene. There was obtained 3.9 g (69%) of white solid, M.P. 202°-204°. N.M.R. (dimethyl-d6 sulfoxide)∂1.1-1.3 (2×CH3), 1.4-1.6 (CH3, doublet), 3.5-4.0 (2×CH), 6.8 (hetero-aromatic), 7.2-7.7 (aromatic).

後処理

  1. customA 300 ml reaction flask
  2. customfitted with a magnetic stirrer
  3. temperatureheating mantle
  4. customprepared
  5. customprepared
  6. temperaturerefluxed for three hours
  7. customThe solvent was removed under reduced pressure
  8. stirringthe residual solid was stirred with watertoluene

出典と根拠

ORDレコード
ord-4599fd214cee49afa537849fceb12f29
出典データセット
uspto-grants-1981_01
特許番号
US04243407

反応ノート

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