Hydrochloric Acid → HCID 12862354, compound

HRID 904544Notes

Reaction equation

HRID 904544 reaction equation
[CH2:1]([C:5]1[S:9][C:8]([NH:10][C:11]2[N:16]=[CH:15][C:14]([C:17]([OH:19])=[O:18])=[CH:13][CH:12]=2)=[C:7]([C:20]([OH:22])=O)[CH:6]=1)[CH2:2][CH2:3][CH3:4].Cl>O>[CH2:1]([C:5]1[S:9][C:8]2[N:10]=[C:11]3[CH:12]=[CH:13][C:14]([C:17]([OH:19])=[O:18])=[CH:15][N:16]3[C:20](=[O:22])[C:7]=2[CH:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12862390HCID 12862390, compound

Product 1

HCID 12862354HCID 12862354, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
142 °C

Procedure

A mixture of 6-[(5-butyl-3-carboxy-2-thienyl)amino]-3-pyridinecarboxylic acid (Example 39), 1.0 g (0.00312 mol), 25 ml of concentrated hydrochloric acid and 25 ml of water is refluxed in a wax bath under a nitrogen atmosphere at a bath temperature of 142° C. for seventeen and three-quarter hours. The suspension is cooled to room temperature and the precipitate is separated, washed with water and then washed with diethyl ether and dried to give 0.595 g of 2-butyl-4-oxo-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7-carboxylic acid; mp 252°-254° C. after recrystallization from ethanol.

Workup

  1. temperatureThe suspension is cooled to room temperature
  2. customthe precipitate is separated
  3. washwashed with water
  4. washwashed with diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-02ebd7c361a54b869eff899226bb5083
Source dataset
uspto-grants-1980_10
Patent number
US04230707

Reaction notes

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