Nitric Acid → HCID 15278617, compound

HRID 583013Notes

Reaction equation

HRID 583013 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%

Conditions

Temperature
5 °C

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. stirringAfter stirring for several hours
  2. additionthe mixture was poured onto ice which
  3. filtrationThe product was collected by suction filtration
  4. washwashed with water
  5. customdried
  6. customThe solid was recrystallized from isopropanol

Sources & evidence

ORD record
ord-3c93d5d9b3b94566afc34d434bc60f81
Source dataset
uspto-grants-1999_07
Patent number
US05928998

Reaction notes

Loading…