Dimethylamine → HCID 178446260, compound

HRID 1604951Notes

Reaction equation

HRID 1604951 reaction equation
CS[C:3]1[N:8]=[C:7](NC(C)C)[C:6]([N+:13]([O-:15])=[O:14])=[C:5]([NH:16][CH:17]([CH2:20][CH3:21])[CH2:18][CH3:19])[N:4]=1.C([N:24]([CH2:27]C)[CH2:25]C)C.C[NH:30]C.[CH3:32][CH2:33][CH2:34]CCC.CC(C)=O>>[CH3:27][N:24]([CH3:25])[CH:3]1[N:8]=[C:7]([CH:33]([CH3:34])[CH3:32])[C:6]([N+:13]([O-:15])=[O:14])=[C:5]([NH:16][CH:17]([CH2:18][CH3:19])[CH2:20][CH3:21])[N:4]1[NH2:30]

Participants

5

Reactant 4

HCID 674DimethylamineHCID 8471TriethylamineHCID 21400888HCID 21400888, compoundHCID 21880519Acetone hexane

Product 1

HCID 178446260HCID 178446260, compound

Procedure

15.6 g of 2-methylmercapto-4-isopropylamino-5-nitro-6-(3-pentyl-amino)-pyrimidine (0.05 mol) are dissolved in 250 ml of alcohol. Then 20 ml of triethylamine and 3 g of dimethylamine are added. The reaction mixture is kept for 16 hours under high pressure (12 bar) at 100°C, until no more starting material can be detected in a thin-layer chromatogram (silica gel. hexane/acetone 5:1). The mixture is evaporated, the residue is treated with water and extracted twice with ether. The ethereal extracts are dried over MgSO4, filtered and evaporated, to yield 13.5 g of 2-dimethylamino-4-isopropyl-amino-5-nitro-6-(3-pentylamino)-pyrimidine; b.p. 160°C/0.001 Torr.

Workup

  1. customThe mixture is evaporated
  2. additionthe residue is treated with water
  3. extractionextracted twice with ether
  4. dry with materialThe ethereal extracts are dried over MgSO4
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-231b5d91390c499d9a4cc9aad13a248f
Source dataset
uspto-grants-1976_04
Patent number
US03948914

Reaction notes

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