1-Chloro-2,4-Dinitrobenzene → HCID 178484976, compound

HRID 838859Notes

Reaction equation

HRID 838859 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1Cl)([O-:3])=[O:2].[C:14]([NH:16][C:17]([NH:22][CH3:23])=[N:18][CH2:19][CH2:20][SH:21])#[N:15]>C(O)C>[C:14]([NH:16][C:17]([NH:22][CH3:23])=[N:18][CH2:19][CH2:20][S:21][C:5]1[CH:6]=[CH:7][C:8]([N+:10]([O-:12])=[O:11])=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])#[N:15]

Participants

4

Reactant 2

HCID 61-Chloro-2,4-DinitrobenzeneHCID 178485018HCID 178485018, compound

Product 1

HCID 178484976HCID 178484976, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

In order to characterise this product a solution of 2,4-dinitrochlorobenzene (7.7 g) in 95% ethanol (50 ml) was added to a solution of N-cyano-N'-methyl-N"-(2-mercaptoethyl)guanidine (6.0 g) in 95% ethanol. The mixture was refluxed for one hour and cooled. The resulting crystalline solid (7.73 g) was collected and was triturated with a large volume of ether and was recrystallised from acetonitrile to afford N-cyano-N'-methyl-N"-[S-(2,4-dinitrophenyl)-2-mercaptoethyl]-guanidine, m.p. 210°-211° C.

Workup

  1. temperatureThe mixture was refluxed for one hour
  2. temperaturecooled
  3. customThe resulting crystalline solid (7.73 g) was collected
  4. customwas triturated with a large volume of ether
  5. customwas recrystallised from acetonitrile

Sources & evidence

ORD record
ord-8324878ce1a5400aac6cc9f4f0a1f583
Source dataset
uspto-grants-1978_06
Patent number
US04093621

Reaction notes

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