Hydrochloric Acid → (1,2,5-Thiadiazol-3-yl)glyoxylic acid

HRID 444272Notes

Reaction equation

HRID 444272 reaction equation
ON=[C:3]([C:9]1[CH:13]=[N:12][S:11][N:10]=1)[C:4]([O:6]CC)=[O:5].C=[O:15].Cl>O>[S:11]1[N:12]=[CH:13][C:9]([C:3](=[O:15])[C:4]([OH:6])=[O:5])=[N:10]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 136180295Ethyl 2-hydroxyimino-2-(1,2,5-thiadiazol-3-yl)acetate

Product 1

HCID 12906559(1,2,5-Thiadiazol-3-yl)glyoxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of ethyl 2-hydroxyimino-2-(1,2,5-thiadiazol-3-yl)acetate (a mixture of syn and anti isomers) (6.0 g.), 36% aqueous solution of formaldehyde (40 ml.), conc. hydrochloric acid (20 ml.) and water (40 ml.) was treated according to a similar manner to that of Example 6(a)(2) to give crystals of 2-(1,2,5-thiadiazol-3-yl)glyoxylic acid (1.6 g.), mp 130° to 133° C.

Workup

  1. additionwas treated

Sources & evidence

ORD record
ord-e405d023e3f84b64abfaafe4feea7b65
Source dataset
uspto-grants-1981_04
Patent number
US04263291

Reaction notes

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