Acetic Acid → 5-Bromo-2-(isopropylamino)pyrimidine

HRID 2286498Notes

Reaction equation

HRID 2286498 reaction equation
C(O)(=O)C.[CH:5]([NH:8][C:9]1[N:14]=[CH:13][CH:12]=[CH:11][N:10]=1)([CH3:7])[CH3:6].[Br:15]N1C(=O)CCC1=O>O>[CH:5]([NH:8][C:9]1[N:14]=[CH:13][C:12]([Br:15])=[CH:11][N:10]=1)([CH3:7])[CH3:6]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 67184N-bromobutanimideHCID 71169N-(1-Methylethyl)-2-pyrimidinamine

Product 1

HCID 164271105-Bromo-2-(isopropylamino)pyrimidineYield 92.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

75 ml of acetic acid, 13.7 g (0.1 mole) of 2-isopropylamino-pyrimidine and 17.8 g (0.1 mole) of N-bromosuccinimide are poured into a 1 liter reaction vessel. The reaction mixture is stirred for 1 hour at room temperature and then poured into iced water. The resultant precipitate is filtered off, washed with water and dried. 20 g (yield 92%) of the title compound was obtained as a white powder melting at 90° C. Elemental analysis showed that the compound had the expected empirical formula of C7H10N3Br.

Workup

  1. filtrationThe resultant precipitate is filtered off
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-ad812181740b4e77a2477fb08ac2b748
Source dataset
uspto-grants-1981_05
Patent number
US04267181

Reaction notes

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