Nitric Acid → HCID 178428126, compound

HRID 1700659Notes

Reaction equation

HRID 1700659 reaction equation
[Cl:1][C:2]1[S:3][C:4]([Cl:23])=[CH:5][C:6]=1[CH:7]1[CH2:16][C:15]2[N:14]=[CH:13][CH:12]=[C:11]([CH3:17])[C:10]=2[C:9](=[N:18][NH:19][C:20]([NH2:22])=[NH:21])[CH2:8]1.[N+:24]([O-:27])([OH:26])=[O:25]>C(O)C>[N+:24]([O-:27])([OH:26])=[O:25].[Cl:1][C:2]1[S:3][C:4]([Cl:23])=[CH:5][C:6]=1[CH:7]1[CH2:16][C:15]2[N:14]=[CH:13][CH:12]=[C:11]([CH3:17])[C:10]=2[C:9](=[N:18][NH:19][C:20]([NH2:22])=[NH:21])[CH2:8]1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 178428123HCID 178428123, compound

Product 1

HCID 178428126HCID 178428126, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (−)-7-(2,5-dichlorothiophen-3-yl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline (0.8 g) in ethanol (20 ml) was added 1.7M nitric acid (2.3 ml), and the mixture was concentrated under reduced pressure to give crystals, which were recrystallized from water to give (−)-7-(2,5-dichlorothiophen-3-yl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline nitrate (Compound 116) (0.92 g).

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customto give crystals, which
  3. customwere recrystallized from water

Sources & evidence

ORD record
ord-040a426ec2f24334b0b7658ea64fc4f9
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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