Toluene → Cyclohexylmelamine

HRID 366849

Reaction equation

[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[N:5]=[C:4](Cl)[N:3]=1.[CH:10]1([NH2:16])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.[OH-].[Na+].C1(C)C=CC=CC=1>O>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[N:5]=[C:4]([NH:16][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[N:3]=1

Participants

Conditions

Temperature: 85 °C

Procedure

A mixture of 14.5 g (0.1 mol.) of 2,4-diamino-6-chloro-1,3,5-triazine produced in the Referential Example 1 and 280 mL of water was heated to 85° C. and was dropwise added with 29.7 g (0.3 mol.) of cyclohexylamine over two hours and further reacted at the same temperature for one hour. Successively, a solution of 6.0 g of sodium hydroxide in 30 mL of water was dropwise added to the reaction solution over one hour and the reaction was further continued for one hour. 200 mL of toluene was added in the reaction solution and(stirred at 85° C. for one hour. The stirring was continued to cool the termperature of the solution to the room temperature. Product was separated from the reaction solution through filtration and washed twice with each 100 mL of toluene and twice with each 100 mL of water, successively. The filtrated product was dried at 70° C. for six hours under vacuum to obtain 17.5 g of 4,6-diamino-2-cyclohexylamino-1,3,5-triazine (yield: 84%).

Workup

customfurther reacted at the same temperature for one hour
waitand(stirred at 85° C. for one hour
temperatureto cool the termperature of the solution to the room temperature
customProduct was separated from the reaction solution through filtration
washwashed twice with each 100 mL of toluene and twice with each 100 mL of water
customThe filtrated product was dried at 70° C. for six hours under vacuum

Sources & evidence

ORD record: ord-d7aa78f2ac344c44a8d6b6d078788677
Source dataset: uspto-grants-2000_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06130332

Linked notes

Loading…