Nitric Acid → 6-Nitro-8-acetamino-1,4-benzodioxane-5-carboxylic acid

HRID 1660032ノート

反応式

HRID 1660032 の反応式
[NH:1]([C:5]1[C:10]2[O:11][CH2:12][CH2:13][O:14][C:9]=2[C:8]([C:15]([OH:17])=[O:16])=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3].C(OC(=O)C)(=O)C.[N+:25]([O-:28])([OH:27])=[O:26]>C(O)(=O)C>[N+:25]([C:6]1[CH:7]=[C:8]([C:15]([OH:17])=[O:16])[C:9]2[O:14][CH2:13][CH2:12][O:11][C:10]=2[C:5]=1[NH:1][C:2]([CH3:4])=[O:3])([O-:27])=[O:26].[N+:25]([C:7]1[CH:6]=[C:5]([NH:1][C:2]([CH3:4])=[O:3])[C:10]2[O:11][CH2:12][CH2:13][O:14][C:9]=2[C:8]=1[C:15]([OH:17])=[O:16])([O-:28])=[O:26]

参加物

6

反応物 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 149562078-Acetamido-1,4-benzodioxan-5-carboxylic acid

生成物 2

HCID 205447176-Nitro-8-acetamino-1,4-benzodioxane-5-carboxylic acidHCID 205447477-Nitro-8-acetamino-1,4-benzodioxane-5-carboxylic acid

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒3 回

反応条件

温度
20 °C

実験手順

42 g of 8-acetamino-1,4-benzodioxane-5-carboxylic acid, 75 ml of acetic acid and 75 ml of acetic anhydride were introduced into a balloon flask and then a solution of 17.5 ml of nitric acid (d=1.49) in 17 ml of acetic acid was added, with the temperature being left rising. After dissolution and crystallization, 50 ml of acetic acid were added. The mixture was agitated at 40°-45° C. and then cooled to 20° C. The precipitate was dried off, washed with acetic acid and water and dried. 13.5 g of a 50% mixture of 7-nitro-8-acetamino-1,4-benzodioxane-5-carboxylic acid and 6-nitro-8-acetamino-1,4-benzodioxane-5-carboxylic acid were obtained. The 7-nitro-8-acetamino-1,4-benzodioxane-5-carboxylic acid was separated and then treated according to the process of Example 31 with isobutyl chloroformate and diethylaminoethylamine. N-(diethylaminoethyl)-7-nitro-8-acetamino-1,4-benzodioxane-5-carboxamide was obtained. The structure was confirmed by nuclear magnetic resonance analysis.

後処理

  1. waitbeing left
  2. additionwere added
  3. customThe precipitate was dried off
  4. washwashed with acetic acid and water
  5. customdried

出典と根拠

ORDレコード
ord-72d9ed00bdad4c90a2a0f7b37b9b36a9
出典データセット
uspto-grants-1981_12
特許番号
US04306072

反応ノート

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