Hydrochloric Acid → HCID 178502869, compound

HRID 2290987Notes

Reaction equation

HRID 2290987 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([NH:11][C:12](=[N:15][S:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[S:25]([O:28][CH3:29])(=[O:27])=[O:26])(=[O:18])=[O:17])SC)[N:4]=1.[CH3:30][O:31][NH2:32].Cl>O1CCOCC1>[CH3:10][O:9][C:7]1[N:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([NH:11][C:12]([NH:15][S:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[S:25]([O:28][CH3:29])(=[O:26])=[O:27])(=[O:18])=[O:17])=[N:32][O:31][CH3:30])[N:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4113O-MethylhydroxylamineHCID 57191496HCID 57191496, compound

Product 1

HCID 178502869HCID 178502869, compoundYield 32.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

N-(4,6-Dimethoxy-1,3,5-triazin-2-yl) N'-(2-methoxysulfonylbenzenesulfonyl) S-methylisothiourea (4.63 g) was dissolved in dioxane (100 ml), and O-methylhydroxylamine (2.35 g) was added to the solution. The mixture was stirred at room temp. for 4 days. The reaction mixture was poured into ice water, and adjusted to pH 3 with hydrochloric acid. The precipitated crude crystals were collected by filtration, and recrystallized from acetonitrile to give 1.5 g of the desired N-(4,6-dimethoxy-1,3,5-triazin-2-yl) N'-(2-methoxysulfonylbenzenesulfonyl) N"-(methoxy)guanidine represented by the following formula. mp. 148°-150° C. ##STR22## By the same method as in Example 1 or 2, the compounds of the invention shown in Table 1 below were synthesized.

Workup

  1. customThe precipitated crude crystals
  2. filtrationwere collected by filtration
  3. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-204ae58bbb404060842a3c45875c4f1a
Source dataset
uspto-grants-1986_10
Patent number
US04619688

Reaction notes

Loading…