Bromine → HCID 54523503, compound

HRID 2351247Notes

Reaction equation

HRID 2351247 reaction equation
[CH3:1][N:2]1[C:6]([S:7]([NH:10][C:11]([NH:13][C:14]2[N:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[N:15]=2)=[S:12])(=[O:9])=[O:8])=[C:5]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:4]([CH3:27])=[N:3]1.BrBr>CO>[CH3:20][C:18]1[CH:17]=[C:16]([CH3:21])[N:15]2[S:12][C:11](=[N:10][S:7]([C:6]3[N:2]([CH3:1])[N:3]=[C:4]([CH3:27])[C:5]=3[C:22]([O:24][CH2:25][CH3:26])=[O:23])(=[O:9])=[O:8])[N:13]=[C:14]2[N:19]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 14720686HCID 14720686, compound

Product 1

HCID 54523503HCID 54523503, compoundYield 49.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

0.53 g of N-(1,3-dimethyl-4-ethoxycarbonyl-5-pyrazolesulfonyl)-N'-(4,6-dimethyl-2-pyrimidinyl)-thiourea is suspended in 30 ml of methanol, followed by adding dropwise 0.21 g of bromine while stirring at 0° C. The suspension is stirred at the same temperature for 30 minutes and then at room temperature for 30 minutes. Then the precipitating crystals are filtered and washed with methanol. Recrystallization of the crystals from acetonitrile yields 0.26 g of the title compound as colorless crystals.

Workup

  1. stirringThe suspension is stirred at the same temperature for 30 minutes
  2. filtrationThen the precipitating crystals are filtered
  3. washwashed with methanol
  4. customRecrystallization of the crystals from acetonitrile

Sources & evidence

ORD record
ord-598cb81fd0b54a3eb271320b7cd01d43
Source dataset
uspto-grants-1989_10
Patent number
US04872901

Reaction notes

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