Ammonia → HCID 20094140, compound

HRID 273805Notes

Reaction equation

HRID 273805 reaction equation
CC1[N:11]2[CH:12]=[CH:13][N:14]=[C:10]2[C:9]2[C:8]([CH3:15])=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1.N>Cl>[CH3:15][C:8]1[C:9]([C:10]2[NH:14][CH:13]=[CH:12][N:11]=2)=[C:4]([CH:5]=[CH:6][CH:7]=1)[NH2:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 20094138HCID 20094138, compound

Product 1

HCID 20094140HCID 20094140, compoundYield 88.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

6. 13 g of 5,10-dimethylimidazo[1,2-c]quinazoline in 350 ml of 6N hydrochloric acid are stirred at 95° C. and then cooled in an ice bath. The reaction solution is poured into 30 ml of 25% ammonia and stirred in an ice bath for 10 min. The crystals are filtered off, washed with water and dried in a vacuum. 10.1 g of 3-methyl-2-(1H-2-imidazolyl)aniline are obtained. The filtrate is extracted three times with chloroform. The extracts are evaporated in a vacuum. A further 1.4 g of 3-methyl-2-(1H-2-imidazolyl) aniline are obtained. The m.p. lies at 174°-175° C. after recrystallization from ethyl acetate.

Workup

  1. temperaturecooled in an ice bath
  2. filtrationThe crystals are filtered off
  3. washwashed with water
  4. customdried in a vacuum

Sources & evidence

ORD record
ord-ea198d855d18443fa98a5f2151f50e32
Source dataset
uspto-grants-1995_02
Patent number
US05387585

Reaction notes

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