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Nitric Acid → HCID 178512437, compound

HRID 1106553
Notes
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Reaction equation

HRID 1106553 reaction equation
[N+:1]([O-:4])([O-:3])=[O:2].CO[C:7]1[CH:8]=[C:9]([NH:17][C:18]([NH2:20])=[NH2+:19])[CH:10]=[C:11](OC)[C:12]=1OC.[Cl:21]C1C=C(C=CC=1)N.N#CN.[N+]([O-])(O)=O>O>[N+:1]([O-:4])([O-:3])=[O:2].[Cl:21][C:7]1[CH:8]=[C:9]([NH:17][C:18]([NH2:20])=[NH2+:19])[CH:10]=[CH:11][CH:12]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 944Nitric AcidHCID 79323-ChloroanilineHCID 9864CyanamideHCID 178419082HCID 178419082, compound

Product 1

HCID 178512437HCID 178512437, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The 3-chlorophenylguanidinium nitrate starting material was prepared by the method described for 3,4,5-trimethoxyphenylguanidinium nitrate in Example 1 from 3-chloroaniline (10.35 g, 81.2 mmol), cyanamide (10.2 ml of a 50% w/v solution in water) and concentrated nitric acid (6 ml, 85.3 mmol) to give the desired product as a pale brown solid (12.5 g) m.p. 172-174°. δH (d6DMSO) 9.75 (1H, br s), 7.52 (4H, br s), 7.45 (1H, t, J 7.8 Hz), 7.35-7.29 (2H, m) and 7.21 (1H, d, J 8.0 Hz).

Sources & evidence

ORD record
ord-57529261a35e4e19865a10bf91d90bb5
Source dataset
uspto-grants-2000_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06057329

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes