Dabco → HCID 12875188, compound

HRID 325794Notes

Reaction equation

HRID 325794 reaction equation
[CH3:1][NH:2][C:3]1[N:8]=[C:7]([O:9][CH3:10])[CH:6]=[C:5]([CH3:11])[N:4]=1.N12CCN(CC1)CC2.[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=1[S:28]([N:31]=[C:32]=[O:33])(=[O:30])=[O:29]>C(#N)C>[CH3:10][O:9][C:7]1[CH:6]=[C:5]([CH3:11])[N:4]=[C:3]([N:2]([CH3:1])[C:32]([NH:31][S:28]([C:22]2[CH:23]=[C:24]([Cl:27])[CH:25]=[CH:26][C:21]=2[Cl:20])(=[O:29])=[O:30])=[O:33])[N:8]=1

Participants

5

Reactant 3

HCID 9237DabcoHCID 13766724-methoxy-N,6-dimethylpyrimidin-2-amineHCID 128751872,5-Dichlorobenzene-1-sulfonyl isocyanate

Product 1

HCID 12875188HCID 12875188, compoundYield 57.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a stirred mixture of 0.8 g of 2-methylamino-4-methoxy-6-methylpyrimidine in 25 ml of acetonitrile containing a few crystals of 1,4-diazabicyclo[2.2.2]octane was added dropwise 1.3 g of 2,5-dichlorobenzenesulfonyl isocyanate. The mixture was stirred for 16 hours and the resultant solid was filtered to afford 1.2 g of N-[N-(4-methoxy-6-methylpyrimidine-2-yl)-N-methylaminocarbonyl]-2,5-dichlorobenzenesulfonamide melting at 182°-185°. Infrared absorption spectrum showed peaks at 1690 cm-1, 1590 cm-1, and 1550 cm-1 which are typical for this type of compound.

Workup

  1. filtrationthe resultant solid was filtered

Sources & evidence

ORD record
ord-6a2a2a5fac4f4b7f8704781a73537800
Source dataset
uspto-grants-1984_04
Patent number
US04443244

Reaction notes

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