Nicotinic Acid → 2-Amino-4-nicotinamido-6-phenyl-s-triazine

HRID 866408

Reaction equation

HRID 866408 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([C:7]2[N:8]=[C:9]([NH2:14])[N:10]=[C:11]([NH2:13])[N:12]=2)=[CH:5][CH:6]=1.[C:15]([OH:23])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[N:18][CH:17]=1.CS(Cl)(=O)=O>N1C=CC=CC=1>[NH2:13][C:11]1[N:10]=[C:9]([NH:14][C:15](=[O:22])[C:16]2[CH:21]=[CH:20][CH:19]=[N:18][CH:17]=2)[N:8]=[C:7]([C:4]2[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=2)[N:12]=1.[C:15]([NH:13][C:11]1[N:10]=[C:9]([NH:14][C:15](=[O:23])[C:16]2[CH:21]=[CH:20][CH:19]=[N:18][CH:17]=2)[N:8]=[C:7]([C:4]2[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=2)[N:12]=1)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[N:18][CH:17]=1

Participants

6

Reactant 3

HCID 938Nicotinic AcidHCID 7064BenzoguanamineHCID 31297Methanesulfonyl chloride

Product 2

HCID 146016342-Amino-4-nicotinamido-6-phenyl-s-triazineHCID 203210352,4-Bis(nicotinamido)-6-phenyl-s-triazine

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
60 °C

Procedure

1.9 g of benzoguanamine and 2.6 g of nicotinic acid are dissolved in 50 ml of pyridine, and the mixture is further mixed with 2.5 g of methanesulfonyl chloride and agitated at 60° C for 3 hours. Following processing as described in Example 4, there is obtained 0.11 g of 2-amino-4-nicotinamido-6-phenyl-s-triazine [mononicotinoylbenzoguanamine] and 1.05 g of 2,4-bis(nicotinamido)-6-phenyl-s-triazine (dinicotinoylbenzoguanamine).

Sources & evidence

ORD record
ord-ac26d0f05938438796fbe85d5d4447e0
Source dataset
uspto-grants-1978_07
Patent number
US04098892

Linked notes

Loading…