Water → HCID 70574177, 화합물

HRID 1388982노트

반응식

HRID 1388982 반응식
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

참가 물질

6

반응물 4

HCID 962WaterHCID 1049PyridineHCID 3555130N-Carbamothioyl-2-methylpropanamideHCID 20297521HCID 20297521, 화합물

생성물 1

HCID 70574177HCID 70574177, 화합물수율 69.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-4599fd214cee49afa537849fceb12f29
출처 데이터셋
uspto-grants-1981_01
특허 번호
US04243407

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