Phosphoric Acid → HCID 135837652, compound

HRID 1884343Notes

Reaction equation

HRID 1884343 reaction equation
[C:1]([C:3]1[C:7]([CH3:8])=[C:6]([CH3:9])[N:5]([C:10]2[C:15]([CH3:16])=[CH:14][C:13]([CH3:17])=[CH:12][C:11]=2[CH3:18])[C:4]=1[NH:19][C:20](=O)[CH3:21])#[N:2].P(=O)(O)(O)[OH:24]>>[CH3:21][C:20]1[NH:2][C:1](=[O:24])[C:3]2[C:7]([CH3:8])=[C:6]([CH3:9])[N:5]([C:10]3[C:15]([CH3:16])=[CH:14][C:13]([CH3:17])=[CH:12][C:11]=3[CH3:18])[C:4]=2[N:19]=1

Participants

3

Reactant 2

HCID 1004Phosphoric AcidHCID 401907N-[3-Cyano-4,5-dimethyl-1-(2,4,6-trimethylphenyl)-1H-pyrrol-2-yl]acetamide

Product 1

HCID 135837652HCID 135837652, compound

Conditions

Temperature
130 °C

Procedure

A mixture of the compound of step B(157.600 g, 0.53 mol) and 100 ml of 85% phosphoric acid was heated for 0.5 hours in an oil bath at a temperature of 130° C. All the starting material was consumed and the desired product formed. The mixture was cooled, poured into 1200 ml of ice-water, and stirred. Precipitate formed and was filtered. The solid was washed with water, dried overnight to give 113.220 g of the title compound as brick-pink solid. 1H NMR (CDCl3) δ 1.85(s, 6H), 1.87(s, 3H), 2.34(s, 3H), 2.41(s, 3H), 2.44(s, 3H), 7.00(s, 2H) ppm.

Workup

  1. customAll the starting material was consumed

Sources & evidence

ORD record
ord-5fce28701ea84f97aaa13fc22829fa68
Source dataset
uspto-grants-2004_07
Patent number
US06765008B1

Reaction notes

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