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Hydrochloric Acid → Ciglitazone

HRID 1577131
ノート
印刷プレビュー

反応式

HRID 1577131 の反応式
CS(O[CH:6]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]2([CH3:27])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)=[CH:15][CH:14]=1)[C:7]([O:9]CC)=O)(=O)=O.[NH2:28][C:29](N)=[S:30].C([OH:34])C.Cl>O>[CH3:27][C:21]1([CH2:20][O:19][C:16]2[CH:15]=[CH:14][C:13]([CH2:12][CH:6]3[S:30][C:29](=[O:34])[NH:28][C:7]3=[O:9])=[CH:18][CH:17]=2)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 2723790ThioureaHCID 20462534Ethyl 2-methanesulfonyloxy-3-[4-(1-methylcyclohexylmethyloxy)phenyl]propionate

生成物 1

HCID 2750Ciglitazone

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

2.0 g Of ethyl 2-methanesulfonyloxy-3-[4-(1-methylcyclohexylmethyloxy)phenyl]propionate and 760 mg. of thiourea are added to 20 ml of ethanol. The mixture is refluxed for 2 hours. To the mixture is added 10 ml of hydrochloric acid, and the mixture is further refluxed for 16 hours. After cooling, water is added to the mixture. The mixture is subjected to extraction with ethyl acetate. The extract is washed with water and dried. The ethyl acetate is distilled off to give 1.4 g of 5-[4-(1-methylcyclohexylmethyloxy)benzyl]thiazolidine-2,4-dione. Crystallization from 85% ethanol gives crystals melting at 130°-131° C.

後処理

  1. temperatureThe mixture is refluxed for 2 hours
  2. temperaturethe mixture is further refluxed for 16 hours
  3. temperatureAfter cooling
  4. extractionThe mixture is subjected to extraction with ethyl acetate
  5. washThe extract is washed with water
  6. customdried
  7. distillationThe ethyl acetate is distilled off

出典と根拠

ORDレコード
ord-acc09f4c89ec4840bcccfbe05e859c10
出典データセット
uspto-grants-1981_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04287200

反応ノート

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