Triethylamine → Carbamic acid, (5-formyl-2-thiazolyl)-, phenylmethyl ester

HRID 1822883노트

반응식

HRID 1822883 반응식
[NH2:1][C:2]1[S:3][C:4]([CH:7]=[O:8])=[CH:5][N:6]=1.C(N(CC)CC)C.[CH2:16]([O:23][C:24](Cl)=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O1CCCC1>[CH2:16]([O:23][C:24]([NH:1][C:2]1[S:3][C:4]([CH:7]=[O:8])=[CH:5][N:6]=1)=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 27377982-Amino-1,3-thiazole-5-carbaldehyde

생성물 1

HCID 22170759Carbamic acid, (5-formyl-2-thiazolyl)-, phenylmethyl ester수율 65%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1 g (7.8 mmol) of 2-amino-5-formyl-1,3-thiazole was dissolved in 25 ml of tetrahydrofuran and 1.35 ml (9.36mmol) of triethylamine and 1.33 ml (9.36 mmol) of benzylchloroformate were added at 0° C. under stirring. After 8 hours at room temperature the solvent was evaporated, the residue redissolved with methylene chloride and washed with saturated tartaric acid and then with water. The solvent was dried over anhydrous sodium sulfate and evaporated. The residue was purified by chromatography on silica gel using cyclohexane-ethylacetate as eluent to give 1.3 g (65% yield) of the title compound.

후처리

  1. customAfter 8 hours at room temperature the solvent was evaporated
  2. dissolutionthe residue redissolved with methylene chloride
  3. washwashed with saturated tartaric acid
  4. dry with materialThe solvent was dried over anhydrous sodium sulfate
  5. customevaporated
  6. customThe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-c0ccc45845534722bed60d2ffa6ed06a
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07037929B1

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