Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester → HCID 20070846, compound

HRID 1200220Notes

Reaction equation

HRID 1200220 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([C:10]2[S:11][CH2:12]CN=2)[N:3]=1.[CH3:15][O:16][C:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[S:25]([N:28]=[C:29]=[O:30])(=[O:27])=[O:26])=[O:18]>C(#N)C>[CH3:15][O:16][C:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[S:25]([NH:28][C:29]([NH:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([CH2:10][S:11][C:12]2[S:11][CH2:10][CH2:4][N:3]=2)[N:3]=1)=[O:30])(=[O:26])=[O:27])=[O:18]

Participants

4

Reactant 2

HCID 156281Benzoic acid, 2-(isocyanatosulfonyl)-, methyl esterHCID 20070841HCID 20070841, compound

Product 1

HCID 20070846HCID 20070846, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

7.0 g of 2-amino-4-methoxy-6-(4,5-dihydrothiazol-2-yl)-pyrimidine are suspended in 50 ml of abs. acetonitrile, and 6.6 g of 2-methoxycarbonylphenylsulfonylisocyanate are added. There is formed a clear solution with heating, and the product subsequently precipitates in crystalline form. After the reaction mixture has been stirred for 3 hours at 20 °-25° C., it is cooled to 0° C. and the solid substance is separated. There is thus obtained N-(2-methoxycarbonylphenyl-sulfonyl)-N'-[4-methoxy-6-(4,5-dihydrothiazon-2-yl)-thiomethyl-pyrimidin-2-yl]-urea, m.p. 135°-145° C. (decomp.).

Workup

  1. customThere is formed a clear solution
  2. temperaturewith heating
  3. customthe product subsequently precipitates in crystalline form
  4. customthe solid substance is separated

Sources & evidence

ORD record
ord-629365103e0a4d318b2d4be9afb4289f
Source dataset
uspto-grants-1990_02
Patent number
US04904783

Reaction notes

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