Dichloromethane → HCID 13924020, compound

HRID 1789284Notes

Reaction equation

HRID 1789284 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH:8]=[CH2:9])[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].ClCCl>C(Cl)CCC>[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)#[CH:9]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 156281Benzoic acid, 2-(isocyanatosulfonyl)-, methyl esterHCID 20137742HCID 20137742, compound

Product 1

HCID 13924020HCID 13924020, compoundYield 84.2%

Reagents, catalysts & solvents 1

HCID 8005Butyl ChlorideSolvent

Procedure

In a dry flask under a nitrogen atmosphere was mixed 0.24 g of 2-amino-4-ethenyl-6-methylpyrimidine, 0.61 g of 2-carbomethoxybenzenesulfonylisocyanate and 25 ml of dry dichloromethane. The solution was heated to reflux for five minutes and allowed to stir at room temperature overnight. A precipitate formed. The reaction mixture was stripped, titurated with butyl chloride to give 0.56 g of the title compound as a solid, m.p. 185°-190° (dec); IR(nujol) 2111 (C≡C), 3250 (NH), 3321 (NH), 1716 (CO) and 1725 (CO) cm-1.

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux for five minutes
  3. customA precipitate formed

Sources & evidence

ORD record
ord-cd5e2fced7ff400abb7abbacc0c0e028
Source dataset
uspto-grants-1987_08
Patent number
US04689069

Reaction notes

Loading…