1,2-Dichlorobenzene → HCID 131711199, compound

HRID 2419753Notes

Reaction equation

HRID 2419753 reaction equation
C[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.Cl[C:22]1C=CC=CC=1Cl>>[CH3:22][C:14]1[C:3]2[N:4]([C:5]([C:7]3[CH:8]=[C:9]([CH3:13])[CH:10]=[CH:11][CH:12]=3)=[N:6][CH:2]=2)[C:17](=[O:19])[NH:16][N:15]=1

Participants

3

Reactant 2

HCID 72391,2-DichlorobenzeneHCID 136388419HCID 136388419, compound

Product 1

HCID 131711199HCID 131711199, compound

Procedure

A mixture of 3-[(5-methyl-2-m-tolyl-4-imidazolyl)-methylene]carbazic acid, methyl ester (5.1 g, 0.019 mole) and o-dichlorobezene (75 ml) is heated slowly (45 minutes) to reflux, refluxed for 1.5 hours, then stirred at room temperature over night (appr. 15-16 hours). The reaction mixture is filtered to afford 3.9 g (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

Sources & evidence

ORD record
ord-24385fd9a000447aa2a72c307db917d0
Source dataset
uspto-grants-1978_08
Patent number
US04107307

Reaction notes

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