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Hydrochloric Acid → Acetic acid, oxo((4-phenyl-2-thiazolyl)amino)-, 2-methoxyethyl ester

HRID 647122
ノート
印刷プレビュー

反応式

HRID 647122 の反応式
[C:1]1([C:7]2[N:8]=[C:9]([NH:12][C:13](=[O:17])[C:14]([OH:16])=[O:15])[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:18]([O-:21])(=O)[CH3:19].[K+].Cl.[C:24](Cl)(=O)C(Cl)=O>C1(C)C=CC=CC=1>[C:1]1([C:7]2[N:8]=[C:9]([NH:12][C:13](=[O:17])[C:14]([O:16][CH2:19][CH2:18][O:21][CH3:24])=[O:15])[S:10][CH:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=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 65578Oxalyl chlorideHCID 517044Potassium AcetateHCID 4713520N-(4-phenyl-thiazol-2-yl)-oxamic acid

生成物 1

HCID 3067448Acetic acid, oxo((4-phenyl-2-thiazolyl)amino)-, 2-methoxyethyl ester

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

6.2 g of N-(4-phenyl-thiazol-2-yl)-oxamic acid (prepared from the ethyl ester by hydrolyzing with aqueous potassium acetate and liberating the acid with dilute hydrochloric acid), in 25 ml of dry toluene, are heated with 20 ml of oxalyl chloride for 2 hours at 60° C. After distilling off the excess oxalyl chloride under reduced pressure, a solution of 5 ml of ethylene glycol monomethyl ether, 3.5 ml of triethylamine and 20 ml of toluene is added dropwise. The mixture is stirred for a further 3 hours at room temperature and is then left to stand overnight. The precipitate is filtered off, washed with methanol and water and recrystallized from ethanol. 3.7 g of the compound of the formula I, with R1 =C6H5 and R2 =CH2CH2OCH3, of melting point 118°-120° C., are obtained.

後処理

  1. distillationAfter distilling off the excess oxalyl chloride under reduced pressure
  2. additiona solution of 5 ml of ethylene glycol monomethyl ether, 3.5 ml of triethylamine and 20 ml of toluene is added dropwise
  3. waitis then left
  4. waitto stand overnight
  5. filtrationThe precipitate is filtered off
  6. washwashed with methanol and water
  7. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-f8d2c993b5244a7a85cf80b523e41f0f
出典データセット
uspto-grants-1983_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04407810

反応ノート

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