Allylamine → 6-chloro-4-N-prop-2-enylpyrimidine-4,5-diamine

HRID 925544Notes

Reaction equation

HRID 925544 reaction equation
[NH2:1][C:2]1[C:3]([Cl:9])=[N:4][CH:5]=[N:6][C:7]=1Cl.[CH2:10]([NH2:13])[CH:11]=[CH2:12]>C(O)C>[CH2:10]([NH:13][C:7]1[C:2]([NH2:1])=[C:3]([Cl:9])[N:4]=[CH:5][N:6]=1)[CH:11]=[CH2:12]

Participants

4

Reactant 2

HCID 7853AllylamineHCID 794345-Amino-4,6-dichloropyrimidine

Product 1

HCID 2533706-chloro-4-N-prop-2-enylpyrimidine-4,5-diamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 5-amino-4,6-dichloro pyrimidine (3.0 g, 0.018 mol) and allyl amine (1.5 ml, 0.020 mol) was taken in ethanol (30 ml) and heated at 80° C. for 16 hrs. Solvent was removed to get crude product which was further purified by column chromatography to get pure N*4*-Allyl-6-chloro-pyrimidine-4,5-diamine as off white solid (2.30 g, 68%).

Workup

  1. customSolvent was removed
  2. customto get crude product which
  3. customwas further purified by column chromatography

Sources & evidence

ORD record
ord-ef0d3bf8335842f0b0070d6ac96534ea
Source dataset
uspto-grants-2016_03
Patent number
US09284316B2

Reaction notes

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