Pyridinium chloride → HCID 178479306, compound

HRID 2420053Notes

Reaction equation

HRID 2420053 reaction equation
[ClH:1].C[O:3][C:4]1[C:9]([C:10]2[C:15]([O:16]C)=[CH:14][CH:13]=[C:12]([C:18](=[NH:26])[NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:11]=2)=[CH:8][C:7]([C:27](=[NH:35])[NH:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[CH:6][CH:5]=1.Cl.N1C=CC=CC=1>O.Cl>[ClH:1].[OH:16][C:15]1[C:10]([C:9]2[C:4]([OH:3])=[CH:5][CH:6]=[C:7]([C:27](=[NH:35])[NH:28][C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH:8]=2)=[CH:11][C:12]([C:18](=[NH:26])[NH:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 10176127Pyridinium chlorideHCID 178491238HCID 178491238, compound

Product 1

HCID 178479306HCID 178479306, compoundYield 38.2%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolvent2×HCID 962WaterSolvent

Conditions

Temperature
180 °C

Procedure

A mixture of 2.5 g of 6,6'-dimethoxy-N,N"-diphenyl-[1,1'-biphenyl]-3,3'-dicarboximidamide, monohydrochloride (see Example 1) and 25 g of dry pyridine hydrochloride is heated at 180° C for 75 minutes. The mixture is then cooled, diluted with 10 ml of water and acidified with 10 ml of concentrated hydrochloric acid. The mixture is further diluted with 100 ml of 10% hydrochloric acid and allowed to stand at 0° C for about 16 hours. The crystalline material so obtained is recrystallized from dilute HCl (10% hydrochloric acid and water until solution occurs at 100° C) to yield 900 mg of the title compound, melting point 306-307° C.

Workup

  1. temperatureThe mixture is then cooled
  2. customThe crystalline material so obtained
  3. customis recrystallized from dilute HCl (10% hydrochloric acid and water until solution occurs at 100° C)

Sources & evidence

ORD record
ord-303ffe4a116347abb721326fe6d6ed54
Source dataset
uspto-grants-1978_08
Patent number
US04108894

Reaction notes

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