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

HRID 1822883ノート

反応式

HRID 1822883 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c0ccc45845534722bed60d2ffa6ed06a
出典データセット
uspto-grants-2006_05
特許番号
US07037929B1

反応ノート

読み込み中…