Thioglycolic Acid → [[[2-Amino-5-(4-chlorobenzoyl)phenyl](3-chlorophenyl)methyl]thio]-acetic acid

HRID 860792

反応式

HRID 860792 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=3)[O:12]CCO2)=[CH:4][C:3]=1[CH:20]([C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=1)O.[SH:29][CH2:30][C:31]([OH:33])=[O:32]>Cl>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:12])[C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)=[CH:4][C:3]=1[CH:20]([C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=1)[S:29][CH2:30][C:31]([OH:33])=[O:32]

参加物

4

反応物 2

HCID 1133Thioglycolic AcidHCID 690198082-Amino-alpha-(3-chlorophenyl)-5-[2-(4-chlorophenyl)-1,3-dioxolan-2-yl]-benzenemethanol

生成物 1

HCID 69020567[[[2-Amino-5-(4-chlorobenzoyl)phenyl](3-chlorophenyl)methyl]thio]-acetic acid収率 95.1%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

A mixture of intermediate (9) (0.088 mol) and mercapto-acetic acid (0.0836 mol) in HCl 6N (500 ml) was stirred and refluxed for 1 hour, then cooled and poured out into ice water. The precipitate was filtered off, washed with water and taken up in DCM. The organic solution was dried (MgSO4), filtered and the solvent was evaporated till dryness. The product was used without further purification, yielding 35.5 g (90.5%) of [[[2-amino-5-(4-chlorobenzoyl)phenyl](3-chlorophenyl)methyl]thio]-acetic acid (intermediate 19).

後処理

  1. temperaturerefluxed for 1 hour
  2. temperaturecooled
  3. filtrationThe precipitate was filtered off
  4. washwashed with water
  5. dry with materialThe organic solution was dried (MgSO4)
  6. filtrationfiltered
  7. customthe solvent was evaporated till dryness
  8. customThe product was used without further purification

出典と根拠

ORDレコード
ord-11ef54fa87a2412992b6b2735c607d93
出典データセット
uspto-grants-2006_12
特許番号
US07153958B2

関連ノート

読み込み中…