Dimethylamine → HCID 53679832, compound

HRID 973117Notes

Reaction equation

HRID 973117 reaction equation
CS[C:3]1[N:8]=[C:7]([NH:9][CH:10]([CH3:12])[CH3:11])[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.[CH2:22]([N:24](CC)[CH2:25]C)C.CNC>CCCCCC.CC(C)=O>[CH3:22][N:24]([CH3:25])[C:3]1[N:8]=[C:7]([NH:9][CH:10]([CH3:12])[CH3:11])[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

Participants

5

Reactant 3

HCID 674DimethylamineHCID 8471TriethylamineHCID 21400888HCID 21400888, compound

Product 1

HCID 53679832HCID 53679832, compound

Reagents, catalysts & solvents 1

HCID 21880519Acetone hexaneSolvent

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-isopropylamino-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-eff2fbb8cf6b4365a90a09f0c0826718
Source dataset
uspto-grants-1977_10
Patent number
US04055411

Reaction notes

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