Sodium Hydroxide → HCID 54111090, compound

HRID 1438706Notes

Reaction equation

HRID 1438706 reaction equation
I.[CH3:2][NH:3][C:4](=[NH:7])[S:5][CH3:6].[CH3:8][N:9]([C:13](Cl)=[O:14])[C:10](Cl)=[O:11].[OH-].[Na+]>C1C=CC=CC=1.O>[CH3:8][N:9]1[C:13](=[O:14])[NH:7][CH:4]([S:5][CH3:6])[N:3]([CH3:2])[C:10]1=[O:11]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 15555334N-Methylimidodicarbonic dichlorideHCID 178485204HCID 178485204, compound

Product 1

HCID 54111090HCID 54111090, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolvent2×HCID 962WaterSolvent2×

Procedure

23.2 g (0.1 mole) of N,S-dimethyl-isothiourea hydroiodide were initially introduced into 100 ml of water and 250 ml of benzene. 15.6 (0.1 mole) of N-methyl-bis-(chlorocarbonyl)-amine in 100 ml of dry benzene and 12 g (0.3 mole) of sodium hydroxide dissolved in 100 ml of water were simultaneously slowly added dropwise from two dropping funnels with vigorous stirring. The reaction took place strongly exothermically. The mixture was stirred for a further hour, any product which precipitated was filtered off, and the benzene phase was separated off, dried over calcium chloride and evaporated in vacuo. The residue, together with the filter residue, was recrystallized from isopropanol. 14 g (75%) of 1,3-dimethyl-4-methylmercapto tetrahydro-1,3,5-triazine-2,6-dione were obtained as a colorless powder of melting point 137°-139° C.

Workup

  1. additionwere simultaneously slowly added dropwise from two dropping funnels with vigorous stirring
  2. customany product which precipitated
  3. filtrationwas filtered off
  4. customthe benzene phase was separated off
  5. dry with materialdried over calcium chloride
  6. customevaporated in vacuo
  7. customThe residue, together with the filter residue, was recrystallized from isopropanol

Sources & evidence

ORD record
ord-c7d9cbe858c14bb4b92146e20d59c3b3
Source dataset
uspto-grants-1977_11
Patent number
US04056527

Reaction notes

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