Hydrochloric Acid → HCID 20261269, compound

HRID 464915Notes

Reaction equation

HRID 464915 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[S:7]([NH2:10])(=[O:9])=[O:8].N12CCCN=C1CCCCC2.[F:22][CH:23]([F:42])[O:24][C:25]1[CH:30]=[C:29]([CH3:31])[N:28]=[C:27]([N:32](C2C=CC=CC=2)[C:33](=O)[O-:34])[N:26]=1.Cl>O1CCOCC1.O>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[S:7]([NH:10][C:33]([NH:32][C:27]1[N:26]=[C:25]([O:24][CH:23]([F:42])[F:22])[CH:30]=[C:29]([CH3:31])[N:28]=1)=[O:34])(=[O:9])=[O:8]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 12000791Pyridine sulfonamideHCID 86740387HCID 86740387, compound

Product 1

HCID 20261269HCID 20261269, compoundYield 42.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 0.52 g of 2-pyridinylsulfonamide and 0.55 g of 1,8-diazabicyclo[5.4.0]undec-7-ene in 10 ml of absolute dioxan is added 1 g of N-(4-difluoromethoxy-6-methylpyrimidin-2-yl)-phenylcarbamate. The reaction mixture is stirred for 6 hours at 20°-25° C., then taken up in water and acidified with 2N hydrochloric acid. The precipitate is isolated, washed with water and recrystallised from a mixture of acetone/ether, affording 0.5 g (42.4%) of N-(2-pyridinylsulfonyl)-N'-(4-difluoromethoxy-6-methylpyrimidin-2-yl)urea (compound 1.1) with a melting point of 150°-151° C.

Workup

  1. customThe precipitate is isolated
  2. washwashed with water
  3. customrecrystallised from a mixture of acetone/ether

Sources & evidence

ORD record
ord-44e6670610bc4bc0b458333cab5a0b09
Source dataset
uspto-grants-1985_10
Patent number
US04549898

Reaction notes

Loading…