Triethylamine → HCID 86738592, compound

HRID 223412Notes

Reaction equation

HRID 223412 reaction equation
[CH:1]1([C:4](Cl)=[O:5])[CH2:3][CH2:2]1.[NH:7]([C:9]1[C:10](=[O:22])[N:11]([CH3:21])[C:12]2[C:17]([N:18]=1)=[CH:16][C:15]([O:19][CH3:20])=[CH:14][CH:13]=2)[NH2:8].C(N(CC)CC)C>O1CCOCC1>[CH3:21][N:11]1[C:12]2[C:17](=[CH:16][C:15]([O:19][CH3:20])=[CH:14][CH:13]=2)[N:18]=[C:9]([NH:7][NH:8][C:4]([CH:1]2[CH2:3][CH2:2]2)=[O:5])[C:10]1=[O:22]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 20522402HCID 20522402, compound

Product 1

HCID 86738592HCID 86738592, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Cyclopropylcarboxylic acid chloride (6.60 g., 6.32 mmol) is added dropwise to a solution of 3-hydrazino-1-methyl-6-methoxy-1H-quinoxalin-2-one (52.6 mmol) and triethylamine (6.38 g., 63.2 mmol) in 500 ml. of dioxane and the mixture stirred at room temperature for 20 hours. The dioxane is then removed under vacuum and the residue washed with water, filtered, and dried under vacuum to give a crude yield of 12.8 g. (95%). A 4.8 g. sample of this material is recrystallized from 100 ml. of acetonitrile to obtain purified product.

Workup

  1. customThe dioxane is then removed under vacuum
  2. washthe residue washed with water
  3. filtrationfiltered
  4. customdried under vacuum
  5. customto give a crude yield of 12.8 g
  6. customsample of this material is recrystallized from 100 ml
  7. customof acetonitrile to obtain
  8. custompurified product

Sources & evidence

ORD record
ord-0b2480fb84fc48dba0024f3eb04b1bee
Source dataset
uspto-grants-1982_10
Patent number
US04354027

Reaction notes

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