4-Chloroaniline → 4-(4-Chloroanilino)-6,7-dihydro-5H-cyclopenta[d]pyrimidine

HRID 544384Notes

Reaction equation

HRID 544384 reaction equation
Cl[C:2]1[C:3]2[CH2:10][CH2:9][CH2:8][C:4]=2[N:5]=[CH:6][N:7]=1.[Cl:11][C:12]1[CH:18]=[CH:17][C:15]([NH2:16])=[CH:14][CH:13]=1>C(O)C>[Cl:11][C:12]1[CH:18]=[CH:17][C:15]([NH:16][C:2]2[C:3]3[CH2:10][CH2:9][CH2:8][C:4]=3[N:5]=[CH:6][N:7]=2)=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 78124-ChloroanilineHCID 133124494-chloro-5H,6H,7H-cyclopenta[d]pyrimidine

Product 1

HCID 131212084-(4-Chloroanilino)-6,7-dihydro-5H-cyclopenta[d]pyrimidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
130 °C

Procedure

To 3.1 g (0.02 mole) of 4-chloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine were added 5.1 g (0.04 mole) of p-chloroaniline and about 10 ml of ethanol; the mixture was then heated at 130° C. for 5-10 minutes. The reaction mixture quickly became a solution and then produced crystals of the hydrochloride of the desired product on being allowed to cool.

Sources & evidence

ORD record
ord-04fa9bdc49184e98b94e0820ebf64cb3
Source dataset
uspto-grants-1984_05
Patent number
US04450162

Reaction notes

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