Pyridine → HCID 20316054、化合物

HRID 2418943ノート

反応式

HRID 2418943 の反応式
[Cl:1][CH2:2][C:3](Cl)=[O:4].[CH3:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[NH:13][CH2:14][N:15]1[C:19](=[O:20])[CH2:18][S:17][C:16]1=[O:21].N1C=CC=CC=1>C1(C)C=CC=CC=1>[Cl:1][CH2:2][C:3]([N:13]([CH2:14][N:15]1[C:19](=[O:20])[CH2:18][S:17][C:16]1=[O:21])[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[CH3:6])=[O:4]

参加物

5

反応物 3

HCID 1049PyridineHCID 6577Chloroacetyl chlorideHCID 28441932,4-Thiazolidinedione, 3-[[(2-methylphenyl)amino]methyl]-

生成物 1

HCID 20316054HCID 20316054、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

A solution of 4.5 g of chloroacetyl chloride in 10 ml of toluene was added dropwise to a suspension of 7.8 g of N-(2-methylphenylaminomethyl)-2,4-thiazolidinedione and 3 g of pyridine in 80 ml of toluene at -5° C with stirring and kept on an ice bath for 3 hrs. The resulting precipitate was filtered and washed with water to give 2-chloro-N-(2,4-dioxothiazolidin-3-ylmethyl)-N-(2-methylphenyl)acetamide, mp 133°-136° C. The toluene filtrate was extracted with two 50 ml portions of 5% hydrochloric acid, 50 ml of water, dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated on a rotary evaporator to give the product which was crystallized from benzene-ether, mp 134°-137° C. The total yield was 6.0 g [M+ = 312 (molecular ion by mass spec.)].

後処理

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with water

出典と根拠

ORDレコード
ord-6e4e34a796464a92a330b3b8330cbe89
出典データセット
uspto-grants-1978_08
特許番号
US04104051

反応ノート

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