Ammonium Chloride → HCID 70411965, compound

HRID 867517Notes

Reaction equation

HRID 867517 reaction equation
[CH:1]1([C:6]2([CH3:22])[CH2:14][C:13]3[C:8](=[C:9]([Cl:20])[C:10]([Cl:19])=[C:11]([NH:15][CH2:16][C:17]#[N:18])[CH:12]=3)[C:7]2=[O:21])[CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl-].[NH4+:24]>>[ClH:19].[CH:1]1([C:6]2([CH3:22])[CH2:14][C:13]3[C:8](=[C:9]([Cl:20])[C:10]([Cl:19])=[C:11]([NH:15][CH2:16][C:17](=[NH:24])[NH2:18])[CH:12]=3)[C:7]2=[O:21])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 25517Ammonium ChlorideHCID 21290124HCID 21290124, compound

Product 1

HCID 70411965HCID 70411965, compound

Procedure

Sodium metal (0.1 g, 4 mg-atom) was added to methanol (50 ml) to form a solution of sodium methoxide. To this solution was added [(2-cyclopentyl-6,7-dichloro-2,3-dihydro-2-methyl-1-oxo-1H-inden-5-yl)amino]acetonitrile (3.37 g, 10 mmole; see Example 3), and the mixture was stirred for one hour at room temperature. Ammonium chloride (0.6 g, 11 mmole) was added and the mixture was stirred for 16 hours. The mixture was concentrated to dryness in vacuo, and the resultant residue was triturated with boiling benzene, then collected by filtration. The solid was dissolved in ethanol and the resultant solution was diluted with diethyl ether. The precipitate that formed was collected by filtration and dried to yield the title compound.

Workup

  1. stirringthe mixture was stirred for 16 hours
  2. concentrationThe mixture was concentrated to dryness in vacuo
  3. customthe resultant residue was triturated with boiling benzene
  4. filtrationcollected by filtration
  5. dissolutionThe solid was dissolved in ethanol
  6. additionthe resultant solution was diluted with diethyl ether
  7. customThe precipitate that formed
  8. filtrationwas collected by filtration
  9. customdried

Sources & evidence

ORD record
ord-9747307ec92e42a39c696dff2bebbff6
Source dataset
uspto-grants-1988_10
Patent number
US04775695

Reaction notes

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