HCID 136388419, compound → HCID 20391369, compound

HRID 1863426Notes

Reaction equation

HRID 1863426 reaction equation
[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:8]=[C:9]([CH3:13])[CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH:14]=[N:15][NH:16][C:17]([O:19]C)=O>ClC1C=CC=CC=1Cl>[CH3:1][C:2]1[N:6]=[C:5]([C:7]2[CH:8]=[C:9]([CH3:13])[CH:10]=[CH:11][CH:12]=2)[N:4]2[C:3]=1[CH:14]=[N:15][NH:16][C:17]2=[O:19]

Participants

3

Reactant 1

HCID 136388419HCID 136388419, compound

Product 1

HCID 20391369HCID 20391369, compoundYield 84.2%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

A mixture of 3-[(5-methyl-2-m-tolyl-4-imidazolyl)-methylene]carbazic acid, methyl ester (5.1 gm., 0.019 mole) and o-dichlorobenzene (75 ml.) is heated slowly (45 minutes) to reflux, refluxed for 1.5 hours, then stirred at room temperature overnight (appr. 15-16 hours). The reaction mixture is filtered to afford 3.9 gm. (0.016 mole) title product. Recrystallization from o-dichlorobenzene yields partially solvated product, m.p. 188°-198° C.

Workup

  1. temperatureis heated slowly (45 minutes)
  2. temperatureto reflux
  3. temperaturerefluxed for 1.5 hours
  4. filtrationThe reaction mixture is filtered
  5. customto afford 3.9 gm

Sources & evidence

ORD record
ord-ee8c660a9fc748e8843c65a555b4e588
Source dataset
uspto-grants-1979_09
Patent number
US04168964

Reaction notes

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