Hydrochloric Acid → HCID 66724780, compound

HRID 516430Notes

Reaction equation

HRID 516430 reaction equation
[SH:1][CH2:2][C:3]([OH:5])=[O:4].C([O-])(O)=O.[Na+].[Br-].[Br:12][C:13]([CH:22]=[N:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[CH:14][NH2+:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.Cl>O.CO>[Br-:12].[C:3]([CH2:2][S:1][C:13]([CH:14]=[N:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[CH:22][NH2+:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)([OH:5])=[O:4]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 1133Thioglycolic AcidHCID 516892Sodium BicarbonateHCID 86661915HCID 86661915, compound

Product 1

HCID 66724780HCID 66724780, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 560 mg (1.85 mmol) of 2-mercaptoacetic acid and 345 mg (4.1 mmol) of NaHCO3 in 3 mL water was heated with stirring at 60° C. for 1 h. Then a solution of 573 mg (1.5 mmol) of 2-bromo-3-phenylimino-1-propenyl(phenyl)ammonium bromide (synthesized as described in EP1221465A1) in 20 mL of methanol was added at 60° C., the mixture was stirred at this temperature for 5 h, cooled to RT, poured into a mixture of 50 g of ice and 1 mL of concentrated hydrochloric acid. The obtained yellow precipitate was filtered and dried.

Workup

  1. temperaturewas heated
  2. stirringthe mixture was stirred at this temperature for 5 h
  3. temperaturecooled to RT
  4. filtrationThe obtained yellow precipitate was filtered
  5. customdried

Sources & evidence

ORD record
ord-75fa0388bb56491f9f58f978d34beb54
Source dataset
uspto-grants-2015_08
Patent number
US09110069B2

Reaction notes

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