Sodium Hydroxide → HCID 21559377, compound

HRID 1578518Notes

Reaction equation

HRID 1578518 reaction equation
[F:1][C:2]([C:7]1[S:8][C:9]([NH:12]C(=O)C)=[N:10][N:11]=1)([F:6])[CH:3]([Cl:5])[Cl:4].[OH-].[Na+]>OS(O)(=O)=O>[F:1][C:2]([C:7]1[S:8][C:9]([NH2:12])=[N:10][N:11]=1)([F:6])[CH:3]([Cl:4])[Cl:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21559380HCID 21559380, compound

Product 1

HCID 21559377HCID 21559377, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

1580 g of 2-(1',1'-difluoro-2',2'-dichloro-ethyl)-5-acetamido-1,3,4-thiadiazole were mixed with 5700 ml of concentrated H2SO4 and heated to 120°-130°C for 2 hours with ageitation. After cooling, the sulfuric acid containing solution was poured into icewater while stirring and neutralized with 30 % sodium hydroxide solution. The precipitate formed was separated and washed with water. After drying, 1320 g (98.5 %) of 2-(1',1'-difluoro-2',2'-dichloro-ethyl)-5-amino-1,3,4-thiadiazol having a melting point of 181°-182°C were obtained.

Workup

  1. temperatureheated to 120°-130°C for 2 hours with ageitation
  2. temperatureAfter cooling
  3. customThe precipitate formed
  4. customwas separated
  5. washwashed with water
  6. customAfter drying

Sources & evidence

ORD record
ord-483d69a56ff941acafb0feb8a8b0acad
Source dataset
uspto-grants-1976_02
Patent number
US03937715

Reaction notes

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