Hydrochloric Acid → HCID 86744774, compound

HRID 2050922Notes

Reaction equation

HRID 2050922 reaction equation
[OH-:1].[Na+].[OH:3][C:4]([CH2:6][NH:7][C:8](=[O:16])[C:9]([C:11]1[S:12][CH:13]=[CH:14][CH:15]=1)=O)=[O:5].Cl.[NH2:18]O.Cl>CO.O>[S:12]1[CH:13]=[CH:14][CH:15]=[C:11]1[C:9](=[N:18][OH:1])[C:8]([NH:7][CH2:6][C:4]([OH:3])=[O:5])=[O:16]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 53672001HCID 53672001, compound

Product 1

HCID 86744774HCID 86744774, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

17.6 g of powdered sodium hydroxide are added in portions to a mixture of 22 g of 2-thienylglyoxylic acid N-hydroxycarbonylmethyl-amide (prepared from aminoacetic acid and ethyl 2-thienylglyoxylate, melting point 168°-170° C.), 15 ml of water, 50 ml of methanol and 9.5 g of hydroxylamine hydrochloride. The temperature is maintained at 40°-50° C. by cooling and the mixture is then stirred at room temperature for 2 h. It is acidified with concentrated hydrochloric acid and then the volatile fractions are stripped off in a rotary evaporator. The residue is boiled with 300 ml of ethanol and filtered with active charcoal, and the filtrate is concentrated in vacuo. The residue is stirred with diethyl ether and filtered off with suction.

Workup

  1. temperatureThe temperature is maintained at 40°-50° C.
  2. temperatureby cooling
  3. customthe volatile fractions are stripped off in a rotary evaporator
  4. filtrationfiltered with active charcoal
  5. concentrationthe filtrate is concentrated in vacuo
  6. stirringThe residue is stirred with diethyl ether
  7. filtrationfiltered off with suction

Sources & evidence

ORD record
ord-5f468967572a446b8a840eec08d410e2
Source dataset
uspto-grants-1991_05
Patent number
US05015659

Reaction notes

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