Hydrochloric Acid → 2-(4-Amino-3-nitrobenzoyl)benzoic acid

HRID 2261928ノート

反応式

HRID 2261928 の反応式
Cl[C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]([OH:12])=[O:11])=[O:7])=[CH:4][C:3]=1[N+:19]([O-:21])=[O:20].Cl.[OH-].[NH4+:24]>>[NH2:24][C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]([OH:12])=[O:11])=[O:7])=[CH:4][C:3]=1[N+:19]([O-:21])=[O:20]

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 14923Ammonium Hydroxide2 回HCID 665622-(4-Chloro-3-nitrobenzoyl)benzoic acid

生成物 1

HCID 27975222-(4-Amino-3-nitrobenzoyl)benzoic acid収率 95%

実験手順

A solution of 2-(4-chloro-3-nitrobenzoyl)benzoic acid (38.5 g, 0.126 mol) in ammonium hydroxide (33% wt, 200 mL) was heated to a gentle reflux and stirred for 24 h. An additional ammonium hydroxide (200 mL) was added every 5 h within the 24 h reaction time period. The reaction mixture was cooled to room temperature and was added 6N aqueous hydrochloric acid until pH reached 2. The precipitated yellow solid was collected by filtration and washed with water then dried in vacuo to provide 2-[(4-amino-3-nitrophenyl)carbonyl]benzoic acid (38.8 g, 95%). 1H NMR (400 MHz, CD3OD): 8.27 (d, 1H), 8.11 (d, 1H), 7.80 (dd, 1H), 7.72 (td, 1H), 7.65 (td, 1H), 7.39 (d, 1H), 7.01 (d, 1H); MS (EI) for C14H10N2O5: 309 (MNa+).

後処理

  1. temperaturea gentle reflux
  2. filtrationThe precipitated yellow solid was collected by filtration
  3. washwashed with water
  4. customthen dried in vacuo

出典と根拠

ORDレコード
ord-30fe406f9e4b46e3a37895d7821cb56d
出典データセット
uspto-grants-2010_12
特許番号
US07846959B2

反応ノート

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