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Bromoacetic Acid → HCID 178418509, compound

HRID 4163
Notes
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Reaction equation

HRID 4163 reaction equation
[SH:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1.[OH-].[K+].Br[CH2:11][C:12]([OH:14])=[O:13]>O>[C:12]([CH2:11][S:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1)([OH:14])=[O:13]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 6227Bromoacetic AcidHCID 14797Potassium HydroxideHCID 178418558HCID 178418558, compound

Product 1

HCID 178418509HCID 178418509, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
60 °C

Procedure

In 200 ml of water were dissolved 15.0 g of 2,5-dimercapto-1,3,4-thiadiazole and 69 g of potassium hydroxide, and a solution of 13.9 g of bromoacetic acid in 30 ml of water was added thereto dropwise at room temperature. After the addition, the mixture was stirred at 60° C. for 1 hour, followed by allowing to cool to room temperature. The precipitated crystals were filtered and washed with water to obtain 18 g of the desired compound. Melting point: 161°-167° C.

Workup

  1. customdropwise at room temperature
  2. additionAfter the addition
  3. temperatureto cool to room temperature
  4. filtrationThe precipitated crystals were filtered
  5. washwashed with water

Sources & evidence

ORD record
ord-03c19910184945d28d0037efcffa7194
Source dataset
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04724199

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes