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

HRID 860792

반응식

HRID 860792 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-11ef54fa87a2412992b6b2735c607d93
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07153958B2

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