Hydrochloric Acid → HCID 10990748, compound

HRID 2300682Notes

Reaction equation

Cl[C:2]1[O:3][C:4]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)[N:6]=1.[NH:19]1[CH:23]=[CH:22][N:21]=[CH:20]1.C(=O)([O-])[O-].[K+].[K+].Cl>O.CN(C)C=O>[Cl:13][C:10]1[CH:11]=[CH:12][C:7]([C:5]2[N:6]=[C:2]([N:19]3[CH:23]=[CH:22][N:21]=[CH:20]3)[O:3][C:4]=2[CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[CH:8][CH:9]=1

Participants

Conditions

Temperature: 130 °C

Procedure

A mixture of 2-chloro-4-(4-chlorophenyl)-5-oxazolepropionic acid (1.43 g), imidazole (1.70 g), potassium carbonate (2.80 g) and N,N-dimethylformamide (15 ml) was stirred at 130° C. for 2.5 hours. Water was added to the reaction mixture. The pH was then adjusted 6 with 2 N hydrochloric acid. The crystals thus precipitated were collected by filtration to obtain 4-(4-chlorophenyl)-2-(1-imidazolyl)-5-oxazolepropionic acid (1.35 g, 85%). This was recrystallized from methanol to give colorless needles. mp 194-195° C.

Workup

customThe crystals thus precipitated
filtrationwere collected by filtration

Sources & evidence

ORD record: ord-8dd84f0ddc5740e48f2762aa33c112f6
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06498179B1

Reaction notes

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