4-Nitroanthranilic acid → 2-Amino-4-nitrobenzoyl chloride

HRID 889437ノート

反応式

HRID 889437 の反応式
[NH2:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:16])=O>>[NH2:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([Cl:16])=[O:5]

参加物

3

反応物 2

HCID 120764-Nitroanthranilic acidHCID 24386Thionyl Chloride

生成物 1

HCID 214891672-Amino-4-nitrobenzoyl chloride収率 119.8%

実験手順

2-Amino-4-nitrobenzoic acid (15 g, 82 mmol) was refluxed with sulfurous dichloride (40 mL, 82 mmol) for 2.5 hours. The reaction mixture was cooled to room temperature and concentrated to give Intermediate 69A (19.7 g, 119%) as a brown oil. HPLC: Rt=2.323 (as methyl ester) min. (CHROMOLITH® column 4.6×50 mm eluting with 10-90% aqueous methanol over 4 min. containing 0.1% TFA, 4 mL/min., monitoring at 220 nm.). MS (ES): m/z=197 (as methyl ester) [M+H]+.

後処理

  1. concentrationconcentrated

出典と根拠

ORDレコード
ord-af787e895f6b4bf089469efea35f5a1b
出典データセット
uspto-grants-2012_08
特許番号
US08252795B2

反応ノート

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