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

HRID 2285502노트

반응식

HRID 2285502 반응식
[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]

참가 물질

6

반응물 3

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

생성물 2

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

시약·촉매·용매 1

HCID 176Acetic Acid용매3회

반응 조건

온도
20 °C

실험 절차

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 diethylamioethylamine. N-(diethylaminoethyl)-7-nitro-8-acetamino-1,4-benzodioxane-5-carboxamide was obtained. The structure was confirmed by nuclear magnetic resonance analysis.

후처리

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

출처 및 근거

ORD 기록
ord-6bc61b786aff4a2ab221ed062a77700f
출처 데이터셋
uspto-grants-1982_04
특허 번호
US04323503

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