Anthranilic Acid → N-Phenylanthranilic Acid

반응식

Br[C:2]1[CH:3]=[C:4](C)[CH:5]=[CH:6][C:7]=1[N+]([O-])=O.[NH2:12][C:13]1[CH:21]=[CH:20][CH:19]=[CH:18][C:14]=1[C:15]([OH:17])=[O:16]>>[C:2]1([NH:12][C:13]2[C:14](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:15]([OH:17])=[O:16])[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

반응물 2

HCID 227Anthranilic Acid

HCID 81670382-Bromo-4-methyl-1-nitrobenzene

생성물 1

HCID 4386N-Phenylanthranilic Acid

실험 절차

As shown in Scheme 7, coupling of 3-bromo-4-nitrotoluene with 2-amino-benzoic acid via an Ullmann reaction yields an N-phenyl-anthranilic acid. After protection of the acid with 2-amino-2-methyl-1-propanol, oxidation affords the corresponding aldehyde. Addition of vinyl magnesium bromide and deprotection provides the N-phenyl-anthranilic acid containing a latent Michael acceptor. ##STR15## Figure legends

출처 및 근거

ORD 기록: ord-8f38c1b28872443ca5c841879cf69c93
출처 데이터셋: uspto-grants-1995_08
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05439943

반응 노트

불러오는 중…