Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester → HCID 14129249, compound

HRID 649437Notes

Reaction equation

HRID 649437 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]#[N:9])[CH:5]=[C:4]([CH3:10])[N:3]=1.[C:11]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[S:21]([N:24]=[C:25]=[O:26])(=[O:23])=[O:22])([O:13][CH3:14])=[O:12]>C(Cl)Cl>[C:8]([C:6]1[CH:5]=[C:4]([CH3:10])[N:3]=[C:2]([NH:1][C:25]([NH:24][S:21]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[C:11]([O:13][CH3:14])=[O:12])(=[O:23])=[O:22])=[O:26])[N:7]=1)#[N:9]

Participants

4

Reactant 2

HCID 156281Benzoic acid, 2-(isocyanatosulfonyl)-, methyl esterHCID 8184542-amino-4-cyano-6-methylpyrimidine

Product 1

HCID 14129249HCID 14129249, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Amino-4-cyano-6-methylpyrimidine, 0.2 g, was mixed with 2-carbomethoxybenzenesulfonyl isocyanate, 0.7 g, in 8 ml of dry methylene chloride. After five minutes a thick precipitate formed and the reaction mixture was stirred at room temperature overnight. The reaction mixture was filtered and the filtrate stripped to give 0.3 g of the title compound as a solid, m.p. 208°-213° C. (dec). NMR (CF3CO2D): δ2.95 (s, 3H), 4.05 (s, 3H), 7.85 (s, 1H), 7.88-8.15 (m), 8.25-8.65 (m).

Workup

  1. customAfter five minutes a thick precipitate formed
  2. filtrationThe reaction mixture was filtered

Sources & evidence

ORD record
ord-b1cceb83f92940bda9ec2b2b4aeb948a
Source dataset
uspto-grants-1988_04
Patent number
US04740229

Reaction notes

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