Methane → N,N'-Bis(2-propenyl)carbamimidothioic acid(3-methyl-2-quinoxalinyl)ester, hydrochloride

HRID 1702840Notes

Reaction equation

HRID 1702840 reaction equation
[Cl:1][C:2]1[C:11]([CH3:12])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.CO.C.[CH2:16]([NH:19][C:20]([NH:22][CH2:23][CH:24]=[CH2:25])=[S:21])[CH:17]=[CH2:18]>CC(C)=O>[ClH:1].[CH3:12][C:11]1[C:2]([S:21][C:20](=[N:19][CH2:16][CH:17]=[CH2:18])[NH:22][CH2:23][CH:24]=[CH2:25])=[N:3][C:4]2[C:9]([N:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

6

Reactant 4

HCID 297MethaneHCID 887Methanol2×HCID 2362762-Chloro-3-methylquinoxalineHCID 3034186Thiourea, N,N'-di-2-propen-1-yl-

Product 1

HCID 131712831N,N'-Bis(2-propenyl)carbamimidothioic acid(3-methyl-2-quinoxalinyl)ester, hydrochlorideYield 61.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-Chloro-3-methylquinoxaline (3.56 g., 0.02 mole) was dissolved in 50 ml. of methanol, treated with Norit and filtered. The filtrate was added to 3.125 g. (0.02 mole) of 1,3-diallylthiourea in 50 ml. of methanol. The mixture was stirred at room temperature for 31/2 hours, then freed of solvent. Acetone was added to the residue and the solution again freed of solvent. The residue was triturated with ether and with acetone, filtered, washed and dried to give 4.12 g. (61.5% yield), m.p. 90°-93° C.

Workup

  1. filtrationfiltered
  2. additionThe filtrate was added to 3.125 g
  3. customThe residue was triturated with ether and with acetone
  4. filtrationfiltered
  5. washwashed
  6. customdried
  7. customto give 4.12 g

Sources & evidence

ORD record
ord-d4d809f5afe249688c60105838fe0964
Source dataset
uspto-grants-1982_09
Patent number
US04349674

Reaction notes

Loading…