Acetic Anhydride → Ethyl 2-formamidothiazol-4-acetate

HRID 638432

反応式

HRID 638432 の反応式
[C:1](OC(=O)C)(=[O:3])C.[NH2:8][C:9]1[S:10][CH:11]=[C:12]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:13]=1>C(O)=O>[CH:1]([NH:8][C:9]1[S:10][CH:11]=[C:12]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:13]=1)=[O:3]

参加物

5

反応物 3

HCID 7918Acetic AnhydrideHCID 1044544-Thiazoleacetic acid, 2-amino-, ethyl esterHCID 178470764HCID 178470764、化合物

生成物 1

HCID 688091Ethyl 2-formamidothiazol-4-acetate

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

実験手順

To acetic anhydride (384 ml.) was dropwise added formic acid (169.2 ml.) over 15 to 20 minutes under cooling below 35° C., and the mixture was stirred for 1 hour at 55° to 60° C. To the mixture was added ethyl 2-(2-amino-1,3-thiazol-4-yl)-acetate, which can be represented as ethyl 2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)acetate, (506 g.) over 15 to 20 minutes under ice-cooling and stirring, and then the mixture was stirred for 1 hour at room temperature. After the reaction, the solvents were distilled off. To the residue was added diisopropyl ether (2500 ml.), and the mixture was stirred for 1 hour at room temperature. The precipitates were collected by filtration, washed with diisopropyl ether and then dried to give ethyl 2-(2-formylamino-1,3-thiazol-4-yl)acetate, which can be represented as ethyl 2-(2-formylimino-2,3-dihydro-1,3-thiazol-4yl)acetate, (451.6 g.), mp. 125° to 126° C. The remaining filtrate was concentrated, and the residue was washed with diisopropyl ether (500 ml.) and then dried to give further the same object compound (78.5 g.).

後処理

  1. customover 15 to 20 minutes
  2. temperatureunder cooling below 35° C.
  3. temperaturecooling
  4. stirringstirring
  5. stirringthe mixture was stirred for 1 hour at room temperature
  6. customAfter the reaction
  7. distillationthe solvents were distilled off
  8. additionTo the residue was added diisopropyl ether (2500 ml.)
  9. stirringthe mixture was stirred for 1 hour at room temperature
  10. filtrationThe precipitates were collected by filtration
  11. washwashed with diisopropyl ether
  12. customdried

出典と根拠

ORDレコード
ord-998db0259b1b4104983455e18b72dbde
出典データセット
uspto-grants-1985_12
特許番号
US04560765

関連ノート

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