Trimethylamine → Cyclohexanone, 4-(dipropylamino)-

HRID 1731598Notes

Reaction equation

HRID 1731598 reaction equation
CNC1N=C[C:10]2[CH2:9][CH:8]([N:13]([CH2:17][CH2:18][CH3:19])[CH2:14][CH2:15][CH3:16])[CH2:7][CH2:6][C:5]=2N=1.C(N(C1CCCCC1=[O:33])CCC)CC.CN(C)C.CN(C(N(C)C)N(C)C)C.Cl.CNC(N)=N>>[CH2:14]([N:13]([CH2:17][CH2:18][CH3:19])[CH:8]1[CH2:7][CH2:6][C:5](=[O:33])[CH2:10][CH2:9]1)[CH2:15][CH3:16]

Participants

5

Procedure

Following the above procedure (±)-2-methylamino-6-di-n-propylamino-5,6,7,8-tetrahydroquinazoline was prepared from di-n-propyaminocyclohexanone by reaction with tris-(dimethylamino methane and N-methylguanidine hydrochloride tris-(dimethylamino)methane. Five hundred mg of starting 4-di-n-propylaminocyclohexanone gave 306 mg of a brown oil comprising the free base which was converted to the dihydrochloride salt and purified by dissolution in DMF and the DMF solution added to ether. Crystalline (±)-2-methylamino-6-di-n-propylamino-5,6,7,8-tetrahydroquinazoline dihydrochloride thus prepared was obtained as a methanol solvate after recrystallization from methanol.

Sources & evidence

ORD record
ord-28785ae613fa442da436c7f4c6d441f0
Source dataset
uspto-grants-1986_11
Patent number
US04622398

Reaction notes

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