Water → HCID 178494236, compound

HRID 1589091Notes

Reaction equation

HRID 1589091 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[N:5]=[C:4]([O:10][CH3:11])[N:3]=1.[H-].[Na+].[C:14]1([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[S:20]([N:23]=[C:24](SC)[S:25][CH3:26])(=[O:22])=[O:21].O>CN(C)C=O>[C:14]1([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[S:20]([NH:23][C:24](=[N:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[N:5]=[C:4]([O:10][CH3:11])[N:3]=1)[S:25][CH3:26])(=[O:21])=[O:22]

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 278402-Amino-4,6-dimethoxy-1,3,5-triazineHCID 13422024dimethyl N-(2-biphenylylsulfonyl)carbonimidodithioate

Product 1

HCID 178494236HCID 178494236, compoundYield 81.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

15.6 g of 2-amino-4,6-dimethoxy-1,3,5-triazine were suspended in 300 ml of dimethylformamide, and 4 g of sodium hydride (oily, 60%) were added to the suspension. The mixture was stirred at room temperature for 1 hour. Furthermore, 33.7 g of dimethyl N-(2-biphenylylsulfonyl)carbonimidodithioate were added, and the mixture was stirred at room temperature for a day and night. The reaction mixture was poured into 2 liters of water and filtered. The filtrate was made weakly acidic to precipitate white crystals. The crystals were collected by filtration and recrystallized from ethanol to give 36.2 g of 1-(2-biphenylylsulfonyl) 3-(4,6-dimethoxy-1,3,5-triazin-2-yl) 2-methylisothiourea (compound No. II-1), the same compound as obtained in Example 5. The melting point of the product was 135° to 137° C.

Workup

  1. stirringthe mixture was stirred at room temperature for a day and night
  2. filtrationfiltered
  3. customto precipitate white crystals
  4. filtrationThe crystals were collected by filtration
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-caffc1f0f27246e993808c5090fda031
Source dataset
uspto-grants-1986_02
Patent number
US04568381

Reaction notes

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