Methanol → HCID 53720436, compound

HRID 2351248Notes

Reaction equation

HRID 2351248 reaction equation
[CH3:1][N:2]1[C:6]([S:7]([NH:10][C:11]([NH:13][C:14]2[N:19]=[C:18](C)[CH:17]=[C:16](C)[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.BrN1[C:33](=[O:34])CCC1=O.[CH3:36][OH:37]>>[CH3:33][O:34][C:16]1[CH:17]=[C:18]([O:37][CH3:36])[N:19]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:15]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 67184N-bromobutanimideHCID 14720686HCID 14720686, compound

Product 1

HCID 53720436HCID 53720436, compound

Procedure

0.5 g of N-(1,3-dimethyl-4-ethoxycarbonyl-5-pyrazolesulfonyl)-N'-(4,6-dimethyl-2-pyrimidinyl)thiourea is suspended in 20 ml of methanol, followed by adding 0.2 g of N-bromosuccinimide while stirring at --4° C. to -5° C. The reaction mixture is stirred at the same temperature for 25 minutes. The separating crystals are filtered, and washed with methanol. Recrystallization of the crystals from acetonitrile yields 0.4 g of the title compound as colorless

Workup

  1. stirringThe reaction mixture is stirred at the same temperature for 25 minutes
  2. filtrationThe separating crystals are filtered
  3. washwashed with methanol
  4. customRecrystallization of the crystals from acetonitrile

Sources & evidence

ORD record
ord-d7785147c8fb4b47ab36b1a5a99cf32b
Source dataset
uspto-grants-1989_10
Patent number
US04872901

Reaction notes

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