Nitric Acid → HCID 4578373, compound

HRID 745593Notes

Reaction equation

HRID 745593 reaction equation
[NH:1]([C:5]1[CH:15]=[CH:14][C:8]2[O:9][CH2:10][CH2:11][CH2:12][O:13][C:7]=2[CH:6]=1)[C:2]([CH3:4])=[O:3].[N+:16]([O-])([OH:18])=[O:17]>C(O)(=O)C>[NH:1]([C:5]1[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][C:8]2[O:9][CH2:10][CH2:11][CH2:12][O:13][C:7]=2[CH:6]=1)[C:2]([CH3:4])=[O:3]

Participants

4

Reactant 2

HCID 944Nitric Acid2×HCID 13343743N-(3,4-Dihydro-2H-1,5-benzodioxepin-7-yl)acetamide

Product 1

HCID 4578373HCID 4578373, compoundYield 94.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

13.5 g of 7-acetamino-3,4-dihydro-2H-1,5-benzodioxepine were placed in 50 ml of glacial acetic acid and nitrated at 15°-20° C. with 7 ml of nitric acid in 20 ml of glacial acetic acid by dropwise addition, the crystals passing into solution only after the addition of a quarter of the nitric acid. The product separated out, but was stirred for an additional 3 hours, then removed under suction and washed with water and methanol. 15.6 g (94.9% of theory) of 7-acetamino-8-nitro-3,4-dihydro-2H-1,5-benzodioxepine of melting point 139°-140° C. were obtained.

Workup

  1. customThe product separated out
  2. customremoved under suction
  3. washwashed with water and methanol

Sources & evidence

ORD record
ord-c60d7c6bf4a8462fac7c12d7a54957a8
Source dataset
uspto-grants-1986_07
Patent number
US04599347

Reaction notes

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