Benzoyl chloride, 3-nitro- → 5-(3-Nitrobenzamido)-3-Trichloromethyl-1,2,4-Thiadiazole

HRID 66939

反応式

HRID 66939 の反応式
[NH2:1][C:2]1[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=1.[N+:11]([C:14]1[CH:15]=[C:16]([CH:20]=[CH:21][CH:22]=1)[C:17](Cl)=[O:18])([O-:13])=[O:12]>C1(C)C(C)=CC=CC=1>[N+:11]([C:14]1[CH:15]=[C:16]([CH:20]=[CH:21][CH:22]=1)[C:17]([NH:1][C:2]1[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=1)=[O:18])([O-:13])=[O:12]

参加物

4

反応物 2

HCID 8495Benzoyl chloride, 3-nitro-HCID 6028483-(Trichloromethyl)-1,2,4-thiadiazol-5-amine

生成物 1

HCID 130415185-(3-Nitrobenzamido)-3-Trichloromethyl-1,2,4-Thiadiazole収率 69.1%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

A solution of 21.8 g (0.1 mole) 5-amino-3-trichloromethyl-1,2,4-thiadiazole and 18.6 g (0.1 mole) 3-nitrobenzoyl chloride in 250 ml xylene was heated at reflux for 20 hours. Unreacted starting amino compound was recovered by cooling the reaction mixture and filtering the resulting precipitate. The filtrate was concentrated in vacuo and the residue recrystallized from xylene. After washing with petroleum ether, 25.4 g (69% yield) of pure product was obtained; m.p. 198° C.

後処理

  1. temperatureat reflux for 20 hours
  2. customUnreacted starting amino compound was recovered
  3. temperatureby cooling the reaction mixture
  4. filtrationfiltering the resulting precipitate
  5. concentrationThe filtrate was concentrated in vacuo
  6. customthe residue recrystallized from xylene
  7. washAfter washing with petroleum ether

出典と根拠

ORDレコード
ord-de6e7a9e35cd4ea48025e0a704ebed64
出典データセット
uspto-grants-1982_08
特許番号
US04343945

関連ノート

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