Ammonia → HCID 178478054, compound

HRID 1439830Notes

Reaction equation

HRID 1439830 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([NH2:9])[CH:3]=1.[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18](O)=O)=[CH:13][CH:12]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.N>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]2[NH:8][C:18]([CH2:17][C:14]3[CH:15]=[CH:16][C:11]([Cl:10])=[CH:12][CH:13]=3)=[N:9][C:4]=2[CH:3]=1

Participants

5

Reactant 4

HCID 222AmmoniaHCID 72634-Chloro-1,2-diaminobenzeneHCID 15880(4-Chlorophenyl)acetic acidHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 178478054HCID 178478054, compound

Conditions

Temperature
200 °C

Procedure

142.5 g (1 mol) of 4-chloro-o-phenylenediamine, 170.5 g (1 mol) of 4-chlorophenylacetic acid, and 190 g (1 mol) of p-toluene sulfonic acid monohydrate (hereinafter called PTS) were thoroughly blended and heated using a mantle heater while stirring. The temperature was raised to 200° C. in 30 minutes, then the mixture was heated at 200° to 220° C. for 3 hours until almost all steam was evaporated. The reaction mixture thus obtained was poured into aqueous ammonia and stirred to solidify. The solid was washed with water and dried to produce a purple powder. This powder was recrystallized with a solvent to obtain 0.5 g of white, needle-shaped crystals of 6-chloro-2-(4-chlorophenylmethyl)benzimidazole. The compound was dissolved in as much an amount of acetic acid as can dissolve this compound. The solution thus obtained was added to 100 ml of water containing 0.04 g of cupric chloride to obtain the composition of the present invention.

Workup

  1. temperatureheated
  2. temperaturethe mixture was heated at 200° to 220° C. for 3 hours until almost all steam
  3. customwas evaporated
  4. customThe reaction mixture thus obtained
  5. stirringstirred
  6. washThe solid was washed with water
  7. customdried
  8. customto produce a purple powder
  9. customThis powder was recrystallized with a solvent

Sources & evidence

ORD record
ord-5cb8bb27538b4ba7b5693d3f244588ab
Source dataset
uspto-grants-1996_03
Patent number
US05496590

Reaction notes

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