N,4,6-trimethoxy-1,3,5-triazin-2-amine → N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)(methoxy)aminocarbonyl]-2-(methylsulfonyl)benzenesulfonamide

HRID 1757918Notes

Reaction equation

HRID 1757918 reaction equation
[CH3:1][O:2][NH:3][C:4]1[N:9]=[C:8]([O:10][CH3:11])[N:7]=[C:6]([O:12][CH3:13])[N:5]=1.[CH3:14][S:15]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[S:24]([N:27]=[C:28]=[O:29])(=[O:26])=[O:25])(=[O:17])=[O:16]>C(Cl)Cl>[CH3:11][O:10][C:8]1[N:7]=[C:6]([O:12][CH3:13])[N:5]=[C:4]([N:3]([O:2][CH3:1])[C:28]([NH:27][S:24]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[S:15]([CH3:14])(=[O:17])=[O:16])(=[O:26])=[O:25])=[O:29])[N:9]=1

Participants

4

Reactant 2

HCID 13093967N,4,6-trimethoxy-1,3,5-triazin-2-amineHCID 130939682-(Methanesulfonyl)benzene-1-sulfonyl isocyanate

Product 1

HCID 13093969N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)(methoxy)aminocarbonyl]-2-(methylsulfonyl)benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred suspension of N,4,6-trimethoxy-1,3,5-triazin-2-amine (0.01 mol) in dry methylene chloride (24 ml) is added 2-methylsulfonylbenzenesulfonyl isocyanate (0.014 mol). The mixture is stirred at ambient temperature for 24 hours. The solvent is then evaporated under reduced pressure. The residue is stirred in 1-chlorobutane (50 ml) for 5 hours. The solid is then filtered, washed with ether and dried to yield N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)(methoxy)aminocarbonyl]-2-(methylsulfonyl)benzenesulfonamide.

Workup

  1. customThe solvent is then evaporated under reduced pressure
  2. stirringThe residue is stirred in 1-chlorobutane (50 ml) for 5 hours
  3. filtrationThe solid is then filtered
  4. washwashed with ether
  5. customdried

Sources & evidence

ORD record
ord-c58e2c0372e24ebcb589c8587f69f86c
Source dataset
uspto-grants-1983_02
Patent number
US04371391

Reaction notes

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