Acetone → HCID 19417501, compound

HRID 864970Notes

Reaction equation

HRID 864970 reaction equation
[ClH:1].[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[O:12][CH2:13][C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][CH:20]=1)[NH2:17].[C:21]([NH:23][C:24]([NH2:26])=[NH:25])#[N:22].[CH3:27][C:28]([CH3:30])=O>>[ClH:1].[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[O:12][CH2:13][C:14]1[CH:15]=[C:16]([N:17]2[C:28]([CH3:30])([CH3:27])[N:25]=[C:24]([NH2:26])[N:23]=[C:21]2[NH2:22])[CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 3

HCID 180AcetoneHCID 19417510HCID 19417510, compoundHCID 178418324HCID 178418324, compound

Product 1

HCID 19417501HCID 19417501, compound

Procedure

This compound was prepared in a manner analogous to that of Step C of Example 3, using 0.42 gram (0.005 mole) of 3-(naphth-2-yloxymethyl)aniline hydrochloride and 0.33 gram (0.005 mole) of cyanoguanidine in 100 mL of acetone. The solid product was recrystallized from water, yielding 1.54 grams of 1-[3-(naphth-2-yloxymethyl)phenyl]-2,4-diamino-6,6-dimethyl-1,6-dihydro-1,3,5-triazine hydrochloride, mp 172°-174° C. The NMR spectrum was consistent with the proposed structure.

Workup

  1. customThis compound was prepared in a manner analogous to that of Step C of Example 3
  2. customThe solid product was recrystallized from water

Sources & evidence

ORD record
ord-f64676db740e4416a4b159e5a2f5b08e
Source dataset
uspto-grants-1996_10
Patent number
US05565451

Reaction notes

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