Methane → HCID 131712832, compound

HRID 1702841Notes

Reaction equation

HRID 1702841 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.[NH:14]1[CH:20]=[CH:19][CH2:18][CH2:17][NH:16][C:15]1=[S:21]>CO>[ClH:1].[CH3:12][C:11]1[C:2]([S:21][C:15]2[NH:16][CH2:17][CH2:18][CH2:19][CH2:20][N:14]=2)=[N:3][C:4]2[C:9]([N:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

5

Reactant 3

HCID 297MethaneHCID 2362762-Chloro-3-methylquinoxalineHCID 20525351HCID 20525351, compound

Product 1

HCID 131712832HCID 131712832, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

2-Chloro-3-methylquinoxaline (5.36 g., 0.03 mole) was dissolved in 150 ml. methanol, treated with Norit and filtered. The filtrate was added to 3.91 g. (0.03 mole) of tetrahydro-1,3-diazepine-2-thione. The mixture was stirred in a waterbath heated at 50° C. for 2 hours. The resulting orange solution was concentrated to a volume of 75 ml., then diluted with 150 ml. acetone. The mixture was chilled and 2.5 g. of a solid collected. An additional 3.2 g. of solid was recovered from the mother liquor. The two solids were combined and recrystallized from methanolacetone to give the product as 1.15 g. (12.4%), white solid, m.p. 170°-173° C. (dec)

Workup

  1. filtrationfiltered
  2. additionThe filtrate was added to 3.91 g
  3. concentrationThe resulting orange solution was concentrated to a volume of 75 ml
  4. addition, then diluted with 150 ml
  5. temperatureThe mixture was chilled
  6. customof a solid collected
  7. customof solid was recovered from the mother liquor
  8. customrecrystallized from methanolacetone
  9. customto give the product as 1.15 g

Sources & evidence

ORD record
ord-deaa41bc85044aa283934167c43d48a0
Source dataset
uspto-grants-1982_09
Patent number
US04349674

Reaction notes

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