Dabco → HCID 13322005, compound

HRID 325589Notes

Reaction equation

HRID 325589 reaction equation
[CH3:1][S:2]([C:5]1[S:6][CH:7]=[CH:8][C:9]=1[S:10]([N:13]=[C:14]=[O:15])(=[O:12])=[O:11])(=[O:4])=[O:3].[CH3:16][O:17][C:18]1[CH:23]=[C:22]([CH3:24])[N:21]=[C:20]([NH2:25])[N:19]=1.C1N2CCN(CC2)C1>C(Cl)Cl>[CH3:16][O:17][C:18]1[CH:23]=[C:22]([CH3:24])[N:21]=[C:20]([NH:25][C:14]([NH:13][S:10]([C:9]2[CH:8]=[CH:7][S:6][C:5]=2[S:2]([CH3:1])(=[O:4])=[O:3])(=[O:11])=[O:12])=[O:15])[N:19]=1

Participants

5

Reactant 3

HCID 9237DabcoHCID 5872364-Methoxy-6-methylpyrimidin-2-amineHCID 13562314HCID 13562314, compound

Product 1

HCID 13322005HCID 13322005, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

The crude 2-methylsulfonyl-3-thiophenesulfonyl isocyanate described above was dissolved in 100 ml of methylene chloride and 10 ml of this solution (0.3 g of crude isocyanate) was added to 200 mg of 4-methoxy-6-methyl-2-pyrimidinamine in methylene chloride containing a few crystals of DABCO. After stirring 3 days at room temperature, the precipitate was filtered and washed with ether to afford 250 mg of product, m.p. 204.5°-206° d. The IR spectrum showed a carbonyl absorption at 1680 cm-1 indicative of a sulfonylurea.

Workup

  1. filtrationthe precipitate was filtered
  2. washwashed with ether

Sources & evidence

ORD record
ord-739001f6794647c29fb1a7e79cf4c8b7
Source dataset
uspto-grants-1984_04
Patent number
US04441910

Reaction notes

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