6-Chloro-2-methyl-5-nitro-N-(pentan-3-yl)pyrimidin-4-amine → 2-Methyl-4-cyclopropoxy-5-nitro-6-(3-pentylamino)-pyrimidine

HRID 597460Notes

Reaction equation

HRID 597460 reaction equation
[CH3:1][C:2]1[N:7]=[C:6](Cl)[C:5]([N+:9]([O-:11])=[O:10])=[C:4]([NH:12][CH:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[N:3]=1.[CH:18]1([O-:21])[CH2:20][CH2:19]1.[Na+]>CS(C)=O>[CH3:1][C:2]1[N:7]=[C:6]([O:21][CH:18]2[CH2:20][CH2:19]2)[C:5]([N+:9]([O-:11])=[O:10])=[C:4]([NH:12][CH:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[N:3]=1

Participants

4

Reactant 2

HCID 159085846-Chloro-2-methyl-5-nitro-N-(pentan-3-yl)pyrimidin-4-amineHCID 23699278Sodium cyclopropanolate

Product 1

HCID 537736142-Methyl-4-cyclopropoxy-5-nitro-6-(3-pentylamino)-pyrimidine

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

12.9 g of 2-methyl-4-chloro-5-nitro-6-(3-pentylamino)-pyrimidine (0.05 mole) are reacted in dimethyl sulphoxide (c. 100 ml) with 4.0 g of sodium cyclopropanolate (0.05 mole) to yield 2-methyl-4-cyclopropoxy-5-nitro-6-(3-pentylamino)-pyrimidine.

Sources & evidence

ORD record
ord-644acdd808a54e80a263c1a1a1944a4d
Source dataset
uspto-grants-1977_03
Patent number
US04014677

Reaction notes

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