2-Amino-4-methoxy-6-methyl-1,3,5-triazine → HCID 13178327, compound

HRID 1074375Notes

Reaction equation

HRID 1074375 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[N:5]=[C:4]([CH3:10])[N:3]=1.[S:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[C:13]([S:20]([N:23]=[C:24]=[O:25])(=[O:22])=[O:21])=[CH:12]1>C(#N)C>[CH3:9][O:8][C:6]1[N:5]=[C:4]([CH3:10])[N:3]=[C:2]([NH:1][C:24]([NH:23][S:20]([C:13]2[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[S:11][CH:12]=2)(=[O:21])=[O:22])=[O:25])[N:7]=1

Participants

4

Reactant 2

HCID 154662-Amino-4-methoxy-6-methyl-1,3,5-triazineHCID 13178325Benzo[b]thiophene-3-sulfonyl isocyanate

Product 1

HCID 13178327HCID 13178327, compoundYield 73.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 1.4 g of 2-amino-4-methoxy-6-methyl-1,3,5-triazine in 25 ml acetonitrile was added 2.4 g of benzothiophene-3-sulfonyl isocyanate with stirring. After stirring overnight at ambient temperature the mixture was filtered and the precipitate was washed with butyl chloride to yield 2.8 g of a white solid, m.p. 187°-188°. It showed absorption peaks by Nuclear Magnetic Resonance (60 MC) at 2.25 and 3.9 (methyl and methoxy in triazine), at 7-8 (benzo hydrogens) and 8.3 δ (thiophene hydrogen) consistent for the desired product.

Workup

  1. stirringAfter stirring overnight at ambient temperature the mixture
  2. filtrationwas filtered
  3. washthe precipitate was washed with butyl chloride

Sources & evidence

ORD record
ord-76196075d0904428aca8aa215cdc44c8
Source dataset
uspto-grants-1983_07
Patent number
US04391627

Reaction notes

Loading…