Water → 3-(2-(4-(2-Methylbenzoyl)-3-chlorophenylamino)phenyl)-1,1-dimethylurea

HRID 428299ノート

反応式

HRID 428299 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[CH:23]=[CH:22][C:12]([C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH3:21])=[O:14])=[C:11]([Cl:24])[CH:10]=1.[CH3:25][N:26]([CH3:30])[C:27](Cl)=[O:28].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[C:13]([C:12]1[CH:22]=[CH:23][C:9]([NH:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[NH:1][C:27](=[O:28])[N:26]([CH3:30])[CH3:25])=[CH:10][C:11]=1[Cl:24])=[O:14]

参加物

6

反応物 4

HCID 962WaterHCID 6598Dimethylcarbamoyl ChlorideHCID 11430Potassium CarbonateHCID 98191574-(2-Aminophenylamino)-2-chloro-2'-methylbenzophenone2 回

生成物 1

HCID 183582303-(2-(4-(2-Methylbenzoyl)-3-chlorophenylamino)phenyl)-1,1-dimethylurea

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 4-(2-aminophenylamino)-2-chloro-2′-methylbenzophenone (Compound 156, 1.2 g, 3.5 mmol), dimethylcarbamyl chloride (0.32 ml, 3.5 mmol) and potassium carbonate (1.0 g, 7 mmol) in N,N-dimethylformamide (20 ml) was stirred at room temperature for 16 hours. The reaction mixture was poured into water (100 ml) and was extracted with ethyl acetate (3×75 ml). The organic phase was dried (MgSO4), filtered and evaporated in vacuo to give the crude product. The crude product was purified by flash chromatography by using ethyl acetate/pentane mixtures from 1:9 to 1:1. Trituration with diethyl ether/pentane 1:1 afforded the pure title compound.

後処理

  1. extractionwas extracted with ethyl acetate (3×75 ml)
  2. dry with materialThe organic phase was dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. customto give the crude product
  6. customThe crude product was purified by flash chromatography

出典と根拠

ORDレコード
ord-0855c01a97c84672bc59d2dbeca8681d
出典データセット
uspto-grants-2001_11
特許番号
US06313174B1

反応ノート

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