2-Morpholino-5-nitrobenzoic acid → 5-Amino-2-morpholinobenzenecarboxylic acid

HRID 1833299

반응식

HRID 1833299 반응식
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][C:8]=2[C:9]([OH:11])=[O:10])[CH2:3][CH2:2]1>C(O)C.O.[Pd]>[NH2:16][C:13]1[CH:14]=[CH:15][C:7]([N:4]2[CH2:3][CH2:2][O:1][CH2:6][CH2:5]2)=[C:8]([CH:12]=1)[C:9]([OH:11])=[O:10]

참가 물질

4

반응물 1

HCID 27257552-Morpholino-5-nitrobenzoic acid

생성물 1

HCID 6137005-Amino-2-morpholinobenzenecarboxylic acid

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 19096565Water ethanol용매

실험 절차

20.1 Grams 2-chloro-5-nitrobenzoic acid was added in portions to 87 ml morpholine. The temperature of the thick mixture rose to 75° C. After being stirred at reflux temperature for five hours, the mixture was poured into ice water, made acidic with concentrated HCl, filtered, dried and recrystallized from ethanol to give 20.3 grams 2-morpholino-5-nitrobenzoic acid. m.p. = 168°-170° C. The nitro compound was reduced catalytically in ethanol-water (3:1) with 5% palladium on carbon catalyst to give 5-amino-2-morpholinobenzoic acid. m.p. = 307°-308° C.

출처 및 근거

ORD 기록
ord-7abf644f7e4045bfbe1a6450a419db61
출처 데이터셋
uspto-grants-1978_01
특허 번호
US04066457

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