Isopropylamine → HCID 3697918, compound

HRID 1604949Notes

Reaction equation

HRID 1604949 reaction equation
C(N(CC)CC)C.[CH3:8][C:9]1[N:14]=[C:13](Cl)[C:12]([N+:16]([O-:18])=[O:17])=[C:11]([Cl:19])[N:10]=1.[CH:20]([NH2:23])([CH3:22])[CH3:21]>O>[CH3:8][C:9]1[N:10]=[C:11]([Cl:19])[C:12]([N+:16]([O-:18])=[O:17])=[C:13]([NH:23][CH:20]([CH3:22])[CH3:21])[N:14]=1

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 8471TriethylamineHCID 831924,6-Dichloro-2-methyl-5-nitropyrimidine

Product 1

HCID 3697918HCID 3697918, compoundYield 73.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

30 ml of triethylamine are added to 32.5 g (0.156 mol) of 2-methyl- 4,6-dichloro-5-nitro-pyrimidine. At -18°C, 3.5 g of isopropylamine (0.16 mol) are added dropwise and the mixture is then stirred for 1 1/4 hours at this temperature. The mixture is subsequently poured on 4 liters of water, the precipitate is filtered off with suction, and washed 3 times with water. The crude product is dried at 50°C and 11 Torr for 16 hours, to yield 26.4 g of 2-methyl-4-chloro-5-nitro-isopropylamino-pyrimidine with a melting point of 69°-72°C. The pure substance (recrystallised from hexane) melts at 77°-79°C.

Workup

  1. filtrationthe precipitate is filtered off with suction
  2. washwashed 3 times with water
  3. dry with materialThe crude product is dried at 50°C

Sources & evidence

ORD record
ord-8efc0ccfaa474dcbb1711f5a4757a0f7
Source dataset
uspto-grants-1976_04
Patent number
US03948914

Reaction notes

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