Sodium Carbonate → HCID 13478349, compound

HRID 371465Notes

Reaction equation

[N:1]1([C:7]2[C:8]([NH2:17])=[N:9][C:10]([NH2:16])=[N:11][C:12]=2[CH2:13][CH2:14][CH3:15])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.F[C:19]1[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[CH:21][CH:20]=1.C(=O)([O-])[O-].[Na+].[Na+]>CS(C)=O>[C:23]([C:22]1[CH:25]=[CH:26][C:19]([N:4]2[CH2:5][CH2:6][N:1]([C:7]3[C:8]([NH2:17])=[N:9][C:10]([NH2:16])=[N:11][C:12]=3[CH2:13][CH2:14][CH3:15])[CH2:2][CH2:3]2)=[CH:20][CH:21]=1)#[N:24]

Participants

Conditions

Temperature: 140 °C

Procedure

A mixture of 9.6 g (0.0407 mole) of 5-(1-piperazinyl)-6-propyl-2,4-pyrimidinediamine, 5.4 g (0.0448 mole) of 4-fluorobenzonitrile and 6.18 g (0.0448 mole) of sodium carbonate in 200 ml of dimethyl sulfoxide was heated at 140° C. for two hours. The reaction mixture was cooled and poured into 500 ml of ice water. The solid was collected and recrystallized from N,N-dimethylformamide to give 11.7 g of the product as a white solid; mp>300° C.

Workup

temperatureThe reaction mixture was cooled
customThe solid was collected
customrecrystallized from N,N-dimethylformamide

Sources & evidence

ORD record: ord-1924b68b0e9f4de28d932a2c4ff85209
Source dataset: uspto-grants-1985_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04532240

Reaction notes

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