Acetone → HCID 19417504, compound

HRID 864967Notes

Reaction equation

HRID 864967 reaction equation
[ClH:1].[CH:2]1([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[CH:14]=[C:15]([CH:17]=[CH:18][CH:19]=2)[NH2:16])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[C:20]([NH:22][C:23]([NH2:25])=[NH:24])#[N:21].[CH3:26][C:27]([CH3:29])=O>>[ClH:1].[CH:2]1([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[CH:14]=[C:15]([N:16]3[C:27]([CH3:29])([CH3:26])[N:24]=[C:23]([NH2:25])[N:22]=[C:20]3[NH2:21])[CH:17]=[CH:18][CH:19]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 180AcetoneHCID 19417506HCID 19417506, compoundHCID 178418324HCID 178418324, compound

Product 1

HCID 19417504HCID 19417504, compound

Procedure

Under a nitrogen atmosphere, a solution of 2.8 grams (0.010 mole) of 3-(5-cyclohexylpentyl)aniline hydrochloride and 0.9 gram (0.011 mole) of cyanoguanidine in 100 mL of acetone was stirred at ambient temperature for about four days. After this time, the reaction mixture was filtered to collect a solid. The solid was recrystallized from methanol/diethyl ether and then from water, yielding 2.7 grams of 1-[3-(5-cyclohexylpentyl)phenyl]-2,4-diamino-6,6- dimethyl-1,6-dihydro-1,3,5-triazine hydrochloride, mp 188°-190° C. The NMR spectrum was consistent with the proposed structure.

Workup

  1. filtrationAfter this time, the reaction mixture was filtered
  2. customto collect a solid
  3. customThe solid was recrystallized from methanol/diethyl ether

Sources & evidence

ORD record
ord-ed71d7161dfd44459651ba71b8cb4659
Source dataset
uspto-grants-1996_10
Patent number
US05565451

Reaction notes

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