Sulfuric Acid → HCID 21388727, compound

HRID 1833308Notes

Reaction equation

HRID 1833308 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([CH3:10])[C:7]([N+:11]([O-:13])=[O:12])=[CH:6][C:3]=1[C:4]#[N:5].S(=O)(=O)(O)[OH:15]>>[Cl:1][C:2]1[CH:9]=[C:8]([CH3:10])[C:7]([N+:11]([O-:13])=[O:12])=[CH:6][C:3]=1[C:4]([NH2:5])=[O:15]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 15323552HCID 15323552, compound

Product 1

HCID 21388727HCID 21388727, compound

Procedure

A mixture of 25.1 grams 2-chloro-4-methyl-5-nitrobenzonitrile (Weissberger et al, J. Chem, Soc., p.68 (1935) and 200 ml 70% sulfuric acid was heated with stirring on a steam bath for 41/2 hours. A precipitate started to form after this time and the mixture was poured into ice water (about 400 ml). The product was filtered, washed with water and recrystallized from ethanol. Yield = 19.2 grams. m.p. = 180°-183° C.

Workup

  1. customto form after this time
  2. filtrationThe product was filtered
  3. washwashed with water
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-f750df9b5a244bee98ab2ad6cd2b53c0
Source dataset
uspto-grants-1978_01
Patent number
US04066456

Reaction notes

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