Pyridine → HCID 54333914, compound

HRID 2351246Notes

Reaction equation

HRID 2351246 reaction equation
N1C=CC=CC=1.[CH3:7][N:8]1[C:12]([S:13]([NH:16][C:17]([NH:19][C:20]2[N:25]=[C:24]([O:26][CH3:27])[CH:23]=[C:22]([O:28][CH3:29])[N:21]=2)=[S:18])(=[O:15])=[O:14])=[C:11]([C:30]([O:32][CH3:33])=[O:31])[C:10]([CH3:34])=[N:9]1.BrBr>O>[CH3:27][O:26][C:24]1[CH:23]=[C:22]([O:28][CH3:29])[N:21]2[S:18][C:17](=[N:16][S:13]([C:12]3[N:8]([CH3:7])[N:9]=[C:10]([CH3:34])[C:11]=3[C:30]([O:32][CH3:33])=[O:31])(=[O:15])=[O:14])[N:19]=[C:20]2[N:25]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 24408BromineHCID 14278407HCID 14278407, compound

Product 1

HCID 54333914HCID 54333914, compoundYield 65.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 50 ml of pyridine is added 4.3 g of N-(1,3-dimethyl-4-methoxycarbonyl-5-pyrazolesulfonyl)-N'(4,6-dimethoxy-2-pyrimidinyl)thiourea, and to the mixture is added 1.6 g of bromine while cooling at -6° C. to -8° C. After stirring at the same temperature for 1.5 hours, the reaction mixture is poured into 300 ml of water. The resulting crystals are filtered, washed with water, and dried. Recrystallization from acetonitrile gives 2.8 g of the title compound as colorless crystals

Workup

  1. temperaturewhile cooling at -6° C. to -8° C
  2. filtrationThe resulting crystals are filtered
  3. washwashed with water
  4. customdried
  5. customRecrystallization from acetonitrile

Sources & evidence

ORD record
ord-5ebef183702b4e87a115529c82a9b97f
Source dataset
uspto-grants-1989_10
Patent number
US04872901

Reaction notes

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