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Methane → Carbamimidothioic acid(3-methyl-2-quinoxalinyl)ester, hydrochloride

HRID 1702834
Notes
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Reaction equation

HRID 1702834 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.C.[NH2:14][C:15]([NH2:17])=[S:16]>CC(C)=O>[ClH:1].[CH3:12][C:11]1[C:2]([S:16][C:15](=[NH:14])[NH2:17])=[N:3][C:4]2[C:9]([N:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 297MethaneHCID 2362762-Chloro-3-methylquinoxalineHCID 2723790Thiourea

Product 1

HCID 131712825Carbamimidothioic acid(3-methyl-2-quinoxalinyl)ester, hydrochloride

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

2-Chloro-3-methylquinoxaline (10.72 g., 0.06 mole) was dissolved in 150 ml. of acetone, treated with Norit and filtered. The filtrate was added to 4.56 g. (0.06 mole) of thiourea in 150 ml. acetone. The solution was stirred at reflux under nitrogen for 2 hours. The precipitate which began to form after 5 minutes, was filtered while the reaction mixture was hot. The solid was collected, washed with hot acetone and dried to give 11.85 g. of a pink solid, m.p. 156°-157° C.

Workup

  1. filtrationfiltered
  2. additionThe filtrate was added to 4.56 g
  3. temperatureat reflux under nitrogen for 2 hours
  4. customto form after 5 minutes
  5. filtrationwas filtered while the reaction mixture
  6. customThe solid was collected
  7. washwashed with hot acetone
  8. customdried
  9. customto give 11.85 g

Sources & evidence

ORD record
ord-4f4a18a7a7104b0787f29fc49657dc86
Source dataset
uspto-grants-1982_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04349674

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes