Hydrochloric Acid → HCID 9931407, compound

HRID 991427Notes

Reaction equation

HRID 991427 reaction equation
P(Cl)(Cl)(Cl)=O.[CH3:6][O:7][C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:11]([OH:13])=O.[NH2:19][C:20]1[CH:21]=[C:22]([NH:27][C:28](=[O:35])[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:23]=[CH:24][C:25]=1[Cl:26].Cl>N1C=CC=CC=1>[C:28]([NH:27][C:22]1[CH:23]=[CH:24][C:25]([Cl:26])=[C:20]([NH:19][C:11](=[O:13])[C:10]2[CH:14]=[CH:15][C:16]([O:17][CH3:18])=[C:8]([O:7][CH3:6])[CH:9]=2)[CH:21]=1)(=[O:35])[C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7121Veratric AcidHCID 24813Phosphorus oxychlorideHCID 16774920HCID 16774920, compound

Product 1

HCID 9931407HCID 9931407, compoundYield 52.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

Phosphoryl chloride (0.074 g) was added to a stirred mixture of 3,4-dimethoxybenzoic acid (0.088 g), N-(3-amino-4-chlorophenyl)benzamide (0.1 g) and pyridine (1 ml) which had been cooled to 0° C. The mixture was allowed to warm to ambient temperature and was stirred for 16 hours. The mixture was poured into 1N aqueous hydrochloric acid solution and the resultant solid was isolated, washed with a saturated aqueous sodium bicarbonate solution and dried under vacuum at 55° C. There was thus obtained the title compound (0.088 g);

Workup

  1. temperatureto warm to ambient temperature
  2. customthe resultant solid was isolated
  3. washwashed with a saturated aqueous sodium bicarbonate solution
  4. customdried under vacuum at 55° C

Sources & evidence

ORD record
ord-2ac77d2e7b0442e39f4501471b6d40e6
Source dataset
uspto-grants-2002_10
Patent number
US06465455B1

Reaction notes

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