Water → HCID 23336373、化合物

HRID 903554

反応式

HRID 903554 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10]([C:12]1[CH:13]=[C:14]([CH:16]=[C:17]([Cl:21])[C:18]=1[O:19][CH3:20])[NH2:15])=[O:11].C(N(CC)[C:25](Cl)=[S:26])C.ClC1C=CC=CC=1.O>C(Cl)Cl>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10]([C:12]1[CH:13]=[C:14]([N:15]=[C:25]=[S:26])[CH:16]=[C:17]([Cl:21])[C:18]=1[O:19][CH3:20])=[O:11]

参加物

6

反応物 4

HCID 962WaterHCID 7964ChlorobenzeneHCID 66607Diethylthiocarbamoyl chlorideHCID 233363743-[N-(2,6-dimethylphenyl)carbamoyl]-4-methoxy-5-chloroaniline

生成物 1

HCID 23336373HCID 23336373、化合物収率 46%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 3-[N-(2,6-dimethylphenyl)carbamoyl]-4-methoxy-5-chloroaniline (650 mg), diethylthiocarbamoyl chloride (360 mg) and chlorobenzene (6 ml) is refluxed for 30 minutes. The reaction mixture is mixed with water and shaken with methylene chloride. The organic layer is washed with water, dried over Glauber's salt and concentrated to remove the solvent. The residue is chromatographed on a column of silica gel, which is eluted with methylene chloride. The eluted fractions are collected and the solvent is evaporated. The residue is recrystallized from ethyl acetate to give 3-[N-(2,6-dimethylphenyl)carbamoyl]-4-methoxy-5-chlorophenyl isothiocyanate (340 mg) as crystals melting at 191°-192.5° C.

後処理

  1. temperatureis refluxed for 30 minutes
  2. washThe organic layer is washed with water
  3. dry with materialdried over Glauber's salt
  4. concentrationconcentrated
  5. customto remove the solvent
  6. customThe residue is chromatographed on a column of silica gel, which
  7. washis eluted with methylene chloride
  8. customThe eluted fractions are collected
  9. customthe solvent is evaporated
  10. customThe residue is recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-a3e6b58fc0954193b9c017c69ae5ecdc
出典データセット
uspto-grants-1980_10
特許番号
US04228165

関連ノート

読み込み中…