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Water → 6-Amino-5-(4-nitro-benzoylamino)-nicotinic acid methyl ester

HRID 854096
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HRID 854096 반응식
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([NH2:10])[C:7]([NH2:11])=[N:6][CH:5]=1.[N+:13]([C:16]1[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[CH:18][CH:17]=1)([O-:15])=[O:14].O>N1C=CC=CC=1>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([NH:10][C:20](=[O:21])[C:19]2[CH:18]=[CH:17][C:16]([N+:13]([O-:15])=[O:14])=[CH:24][CH:23]=2)[C:7]([NH2:11])=[N:6][CH:5]=1
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참가 물질

5

반응물 3

HCID 962WaterHCID 85024-Nitrobenzoyl chlorideHCID 9920476Methyl 5,6-diaminopyridine-3-carboxylate

생성물 1

HCID 589329236-Amino-5-(4-nitro-benzoylamino)-nicotinic acid methyl ester수율 68.4%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of 5,6-Diamino-nicotinic acid methyl ester (4) (3.22 g, 19 mmol) in dry pyridine (100 ml) was added 4-nitrobenzoyl chloride (3.5 g, 19 mmol) and the mixture stirred for 18 h. The mixture was poured into H2O and the resulting solid collected by filtration, dried in vacuo to give the product as a yellow solid (4.05 g, 13 mmol, 66%). 1H NMR (500 MHz, DMSO-d6) δ9.98 (s, 1H), 8.47 (s, 1H), 8.36 (d, J=8.7 Hz, 2H), 8.23 (d, J=8.7 Hz, 2H), 8.0 (s, 1H), 6.92 (s, 2H), 3.79 (s, 3H), EIMS m/z M−1 315.4.

후처리

  1. filtrationthe resulting solid collected by filtration
  2. customdried in vacuo

출처 및 근거

ORD 기록
ord-d86aeedf9ca54b8d82c13aae95873693
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07256287B2

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