Benzoyl chloride, 3-nitro- → HCID 178522383、化合物

HRID 416619

反応式

HRID 416619 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7](Cl)=[O:8])([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+]>N1C=CC=CC=1>[OH:20][C:19]1[CH:18]=[CH:17][N:16]=[CH:15][C:14]=1[NH:13][C:7](=[O:8])[C:6]1[CH:10]=[CH:11][CH:12]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1

参加物

5

反応物 3

HCID 8495Benzoyl chloride, 3-nitro-HCID 10340Sodium CarbonateHCID 2333923-Amino-4-hydroxypyridine

生成物 1

HCID 178522383HCID 178522383、化合物収率 79.3%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒2 回

実験手順

A solution of 3-nitrobenzoyl chloride (3.339 g, 18.0 mmol) in pyridine (54.0 mL) was added dropwise to a solution of 3-amino-4-hydroxypyridine (2.376 g, 21.6 mmol) in pyridine (36.0 mL) at 10° C. and the resultant mixture was stirred overnight. Na2CO3 (1.145 g, 10.8 mmol) was added and the mixture was stirred for 1 h. The solid was collected by filtration, washed with 10% HOAc (30 mL×3) and water (30 mL×3), and dried under vacuo to afford N-(4-hydroxypyridin-3-yl)-3-nitrobenzamide as yellow solid (3.70 g, yield: 66%). 1H-NMR (400 MHz, DMSO-dB6B) δ: 6.34 (1H, d, J=7.2 Hz), 7.74 (1H, d, J=8.0 Hz), 7.84 (1H, t, J=8.0 Hz), 8.34 (1H, d, J=7.2 Hz), 8.44 (1H, t, J=8.0 Hz), 8.66 (1H, s), 8.73 (1H, s), 9.66 (1H, s), 11.65 (1H, br s); MS (ESI) calcd. for C12H9N3O4 (m/z): 259. found: 260 [M+1]+.

後処理

  1. filtrationThe solid was collected by filtration
  2. washwashed with 10% HOAc (30 mL×3) and water (30 mL×3)
  3. customdried under vacuo

出典と根拠

ORDレコード
ord-f37d6ee0443641de97cbd16fba6b169a
出典データセット
uspto-grants-2012_01
特許番号
US08088928B2

関連ノート

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