Nitric Acid → HCID 15278617, compound

HRID 1757081Notes

Reaction equation

HRID 1757081 reaction equation
[N+:1]([O-:4])(O)=[O:2].S(=O)(=O)(O)O.[C:10]([NH:13][C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][C:23]=1[CH3:24])[C:17]([O:19][CH3:20])=[O:18])(=[O:12])[CH3:11]>>[C:10]([NH:13][C:14]1[C:23]([CH3:24])=[CH:22][C:21]([N+:1]([O-:4])=[O:2])=[C:16]([CH:15]=1)[C:17]([O:19][CH3:20])=[O:18])(=[O:12])[CH3:11]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 14543055HCID 14543055, compound

Product 1

HCID 15278617HCID 15278617, compoundYield 84.3%

Procedure

a mixture of fuming nitric acid (8.4 g) and conc. sulfuric acid (260 g) was cooled to 0°-10° C. and the known methyl 3-acetylamino-4-methylbenzoate (26.3 g, 127 mmol) was added portionwise with stirring. After stirring for several hours, the mixture was poured onto ice which subsequently melted. The product was collected by suction filtration, washed with water and dried. The solid was recrystallized from isopropanol to give 27 g of yellow powder.

Workup

  1. temperaturewas cooled to 0°-10° C.
  2. stirringAfter stirring for several hours
  3. additionthe mixture was poured onto ice which
  4. filtrationThe product was collected by suction filtration
  5. washwashed with water
  6. customdried
  7. customThe solid was recrystallized from isopropanol

Sources & evidence

ORD record
ord-bcfc381851604a8880764c756e7c1ac3
Source dataset
uspto-grants-1995_08
Patent number
US05444038

Reaction notes

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