4-Aminophenol → 4-(acetylamino)-N-(4-hydroxyphenyl)benzamide

HRID 328462

반응식

HRID 328462 반응식
[C:1]([NH:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=O)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].O1CCCC1.C(OC(Cl)=O)C(C)C.[CH:27]1[C:32]([NH2:33])=[CH:31][CH:30]=[C:29]([OH:34])[CH:28]=1>O.N1C=CC=CC=1.C(N(CC)CC)C>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([C:9]([NH:33][C:32]2[CH:27]=[CH:28][C:29]([OH:34])=[CH:30][CH:31]=2)=[O:11])=[CH:12][CH:13]=1)(=[O:3])[CH3:2]

참가 물질

8

반응물 4

HCID 4034-AminophenolHCID 8028TetrahydrofuranHCID 19266p-Acetamidobenzoic acidHCID 62365Isobutyl chloroformate

생성물 1

HCID 8695954-(acetylamino)-N-(4-hydroxyphenyl)benzamide

시약·촉매·용매 3

HCID 962Water용매HCID 1049Pyridine용매HCID 8471Triethylamine용매

실험 절차

A solution of p-acetamidobenzoic acid (12.5 g.) in 250 ml. of tetrahydrofuran is treated with triethylamine (11.1 ml.). The mixture is then treated with isobutylchloroformate (10.4 ml.) and, after 5 min. at about 25° C., with p-aminophenol (13.3 g.) in 80 ml. of dry pyridine. After 40 min. the crude product is obtained by addition of 2 liters of water. The product is recrystallized from 500 ml. of hot methanol by dilution with 300 ml. of water as white crystals, 5.9 g., m.p. 275.0°-277.0° C.

출처 및 근거

ORD 기록
ord-4132f501ca82475bb513a9ec1f0cc7d4
출처 데이터셋
uspto-grants-1977_04
특허 번호
US04017535

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