Acetic Acid → HCID 178522384, 화합물

HRID 416623

반응식

HRID 416623 반응식
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](Cl)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH2:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][C:19]=1[OH:20].C([O-])([O-])=O.[Na+].[Na+].CC(O)=O>N1C=CC=CC=1.O>[OH:20][C:19]1[CH:18]=[CH:17][N:16]=[CH:15][C:14]=1[NH:13][C:8](=[O:9])[C:7]1[CH:11]=[CH:12][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 85024-Nitrobenzoyl chlorideHCID 10340Sodium CarbonateHCID 2333923-Amino-4-hydroxypyridine

생성물 1

HCID 178522384HCID 178522384, 화합물수율 62%

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매2회

실험 절차

A solution of p-nitrobenzoyl chloride (4.8 g, 25.7 mmol) in pyridine (77.0 mL) was added dropwise to a solution of 3-amino-4-hydroxypyridine (3.4 g, 30.9 mmol) in pyridine (51.0 mL) at 10° C. and stirred overnight. A solution of Na2CO3 (1.7 g) in water (65 mL) was added and the resultant mixture was stirred for 1 h. The reaction mixture was neutralized with 10% AcOH. The precipitate was collected by filtration, washed with 10% AcOH, and dried in vacuo (50° C.) to afford N-(4-hydroxypyridin-3-yl)-4-nitrobenzamide as a light green powder (4.1 g, Yield: 62%). 1HNMR (400 MHz, DMSO-d6) δ: 11.64 (1H, br s), 9.57 (1H, s), 9.07 (1H, s), 8.75 (1H, d, J=4.4 Hz), 8.36 (1H, d, J=8.8 Hz), 8.20 (1H, d, J=8.8 Hz), 7.74 (1H, d, J=4.4 Hz), 6.33 (1H, s); MS (ESI) calcd for C12H9N3O (m/z): 211. found: 212 [M+1]+.

후처리

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with 10% AcOH
  3. customdried in vacuo (50° C.)

출처 및 근거

ORD 기록
ord-8975606000cc48ce94900984d8c1c232
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08088928B2

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