Methanethiol → HCID 20041818, compound

HRID 2414069Notes

Reaction equation

HRID 2414069 reaction equation
C[Al](C)C.[CH3:5][O:6][C:7]1[CH:12]=[C:11]([CH3:13])[NH:10][N:9]([NH:14][C:15]([NH:17][S:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[C:27]([O:29]C)=O)(=[O:20])=[O:19])=[O:16])[N:8]=1.[CH3:31][SH:32]>C1(C)C=CC=CC=1>[CH3:5][O:6][C:7]1[CH:12]=[C:11]([CH3:13])[NH:10][N:9]([NH:14][C:15]([NH:17][S:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[C:27]([S:32][CH3:31])=[O:29])(=[O:20])=[O:19])=[O:16])[N:8]=1

Participants

5

Reactant 3

HCID 878MethanethiolHCID 16682925TrimethylaluminumHCID 20041811HCID 20041811, compound

Product 1

HCID 20041818HCID 20041818, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Trimethylaluminum (6.0 ml, 2M) was charged via syringe to 15 ml dry toluene under nitrogen atmosphere and 3.8 g N-[(4-methoxy-6-methyltriazin-2-yl)aminocarbonyl]-2-methoxycarbonylbenzenesulfonamide was added portionwise. After stirring at room temperature for one hour, methyl mercaptan (gas) was passed through the reaction mixture until the initial temperature rise subsided, whereupon the addition was discontinued. The reaction mixture was allowed to stir at room temperature for 1 hour, and quenched with 25 ml of 10% HCl. The resultant white suspension was filtered to give 2.9 g white solid which showed infrared absorption peaks at 1740, 1690 cm-1, consistent for N-[(4-methoxy-6-methyltriazin-2-yl)aminocarbonyl]-2-(methylthio)carbonylbenzenesulfonamide.

Workup

  1. additionsubsided, whereupon the addition
  2. stirringto stir at room temperature for 1 hour
  3. customquenched with 25 ml of 10% HCl
  4. filtrationThe resultant white suspension was filtered

Sources & evidence

ORD record
ord-908abcb78ded4b629582f8ce003c9f9a
Source dataset
uspto-grants-1988_01
Patent number
US04721520

Reaction notes

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