Sulfuric Acid → 4-(2,4-Dichlorophenyl)-2-morpholin-4-yl-1,3-thiazole-5-carboxamide

HRID 2091701노트

반응식

HRID 2091701 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[S:12][C:13]=1[C:14]#[N:15].S(=O)(=O)(O)[OH:23]>O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]([N:16]2[CH2:17][CH2:18][O:19][CH2:20][CH2:21]2)[S:12][C:13]=1[C:14]([NH2:15])=[O:23]

참가 물질

4

반응물 2

HCID 1118Sulfuric AcidHCID 592500334-(2,4-Dichlorophenyl)-2-morpholin-4-yl-1,3-thiazole-5-carbonitrile

생성물 1

HCID 592500274-(2,4-Dichlorophenyl)-2-morpholin-4-yl-1,3-thiazole-5-carboxamide수율 85.6%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

4-(2,4-dichlorophenyl)-2-morpholin-4-yl-1,3-thiazole-5-carbonitrile (30 mg, 0.088 mmol) was dissolved in sulfuric acid (0.200 mL, 3.75 mmol) and the mixture was stirred at rt for 1 hour. Water (1 mL) was added and the mixture was quenched with an excess of saturated NaHCO3. Precipitate was filtered off, washed with water and dried to afford the title compound (27 mg, 80%). LCMS: (FA) ES+, 358. 1H NMR (400 MHz, d6-DMSO) δ: 7.67 (d, 1H), 7.47 (d, 1H), 7.43 (dd, 1H), 3.72-3.69 (m, 4H), 3.44-3.42 (m, 4H).

후처리

  1. customthe mixture was quenched with an excess of saturated NaHCO3
  2. filtrationPrecipitate was filtered off
  3. washwashed with water
  4. customdried

출처 및 근거

ORD 기록
ord-9089385f746743caaaf5aacd1483a051
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08440664B2

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