Dimethylformamide → 1-(2,6-Dimethoxybenzoyl)-3-(6-Cyclohexylsulfonyl-3-Pyridinyl)Urea

HRID 46470Notes

Reaction equation

HRID 46470 reaction equation
[CH:1]1([S:7]([C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][N:11]=2)(=[O:9])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:17][O:18][C:19]1[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH3:31])[C:20]=1[C:21]([N:23]=[C:24]=[O:25])=[O:22].CN(C=O)C>O>[CH3:31][O:30][C:26]1[CH:27]=[CH:28][CH:29]=[C:19]([O:18][CH3:17])[C:20]=1[C:21]([NH:23][C:24]([NH:16][C:13]1[CH:12]=[N:11][C:10]([S:7]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)(=[O:8])=[O:9])=[CH:15][CH:14]=1)=[O:25])=[O:22]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 133219942,6-Dimethoxybenzoyl isocyanateHCID 203873556-(Cyclohexylsulfonyl)pyridin-3-amine

Product 1

HCID 203873541-(2,6-Dimethoxybenzoyl)-3-(6-Cyclohexylsulfonyl-3-Pyridinyl)Urea

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Cyclohexylsulfonyl-5-aminopyridine (1.0 gram) and 2,6-dimethoxybenzoyl isocyanate (0.9 gram) were mixed in 50 ml. of DMF and stirred at room temperature overnight (about 18 hours). The reaction mixture was then poured into water and filtered to separate the product. It was crystallized from ethyl acetate-hexanes, yield 0.5 gram, m.p., 123°-125° C.

Workup

  1. filtrationfiltered
  2. customto separate the product
  3. customIt was crystallized from ethyl acetate-hexanes, yield 0.5 gram, m.p., 123°-125° C.

Sources & evidence

ORD record
ord-d774e13f129349a08e611c740d2ad94b
Source dataset
uspto-grants-1979_11
Patent number
US04173639

Reaction notes

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