Carbonic acid-guanidine (1:1) → HCID 2824489, compound

HRID 2176960Notes

Reaction equation

HRID 2176960 reaction equation
F[C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)[C:3]=1[C:4]#[N:5].C(=O)(O)O.[NH2:23][C:24]([NH2:26])=[NH:25]>CC(N(C)C)=O>[CH3:18][C:15]1[CH:14]=[CH:13][C:12]([CH2:11][O:10][C:6]2[CH:7]=[CH:8][CH:9]=[C:2]3[C:3]=2[C:4]([NH2:5])=[N:25][C:24]([NH2:26])=[N:23]3)=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 286947Carbonic acid-guanidine (1:1)HCID 27373862-Fluoro-6-[(4-methylphenyl)methoxy]benzonitrile

Product 1

HCID 2824489HCID 2824489, compoundYield 37.8%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

2-Fluoro-6-(4-methylbenzyloxy)benzonitrile (241.3 mg; 1 mmol) and guanidine carbonate (180.2 mg; 1 mmol) were heated at 145° C. in dimethyl acetamide for 7 hours. The solvent was removed. Purification by recrystallization in hot ethanol/water yielded 106 milligrams of 5-(4-methylbenzyloxy)quinazoline-2,4-diamine.

Workup

  1. customThe solvent was removed
  2. customPurification
  3. customby recrystallization in hot ethanol/water

Sources & evidence

ORD record
ord-653a3df0e3514ecbb7a5705957d014ee
Source dataset
uspto-grants-2015_06
Patent number
US09067897B2

Reaction notes

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