Anthranilic Acid → HCID 19757772, 화합물

HRID 1587416노트

반응식

HRID 1587416 반응식
Cl[CH2:2][C:3]([NH:5][C:6]1[C:7](=[CH:11][CH:12]=[CH:13][CH:14]=1)[C:8]([OH:10])=[O:9])=[O:4].[C:15](O)(=O)[C:16]1[C:17](=[CH:19][CH:20]=[CH:21][CH:22]=1)N.NC1C=CC=C(C)C=1>CN(C)C=O>[CH3:15][C:16]1[CH:22]=[C:21]([CH2:2][C:3]([NH:5][C:6]2[C:7](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:8]([OH:10])=[O:9])=[O:4])[CH:20]=[CH:19][CH:17]=1

참가 물질

5

반응물 3

HCID 227Anthranilic AcidHCID 7934m-ToluidineHCID 919916HCID 919916, 화합물

생성물 1

HCID 19757772HCID 19757772, 화합물수율 57%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

N(chloroacetyl)anthranilic acid 6.4 g (15 mmol) (synthesized from anthranilic acid by the same procedures as those of Example 9) and m-toluidine 9.5 ml (0.09 mol) were dissolved in 60 ml of dimethylformamide and heated at 80° to 90° C. for 4 hours. The reaction mixture was poured into ice water and extracted with ether. The resulting ether solution was extracted with 10% sodium hydroxide and the resulting aqueous solution was neutralized with 10% HCl solution. The neutralized solution was extracted with ether, and the ether solution was washed with water and dried. The solvent of dried solution was distilled off and the residue was recrystallized from benzene-hexane to obtain N[(3-methylphenyl)acetyl]anthranilic acid 4.7 g (yield: 57%).

후처리

  1. temperatureheated at 80° to 90° C. for 4 hours
  2. extractionextracted with ether
  3. extractionThe resulting ether solution was extracted with 10% sodium hydroxide
  4. extractionThe neutralized solution was extracted with ether
  5. washthe ether solution was washed with water
  6. customdried
  7. distillationThe solvent of dried solution was distilled off
  8. customthe residue was recrystallized from benzene-hexane

출처 및 근거

ORD 기록
ord-271598d7d86e43dfb17a0df6c582f175
출처 데이터셋
uspto-grants-1993_06
특허 번호
US05217961

반응 노트

불러오는 중…