2-Amino-6-methoxybenzothiazole → 2-Amino-6-benzothiazolol

HRID 2287214Notes

Reaction equation

HRID 2287214 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([O:11]C)[CH:8]=[CH:7][C:5]=2[N:6]=1>Br>[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:5]=2[N:6]=1

Participants

3

Reactant 1

HCID 156302-Amino-6-methoxybenzothiazole

Product 1

HCID 334622-Amino-6-benzothiazolol

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Conditions

Temperature
20 °C

Procedure

1800 g of 2-amino-6-methoxy-benzothiazole were dissolved in 6 l of a 48% by weight aqueous hydrobromic acid and refluxed. The obtained reaction product was cooled over night and the precipitate was removed by suction filtering. The filtrate was brought at pH 6 with a 30% by weight aqueous hydroxide solution and cooled to 20° C. The obtained precipitate was separated by suction filtering, washed with water and dried at 30° C. Melting point: 257° C. (sublimation).

Workup

  1. temperaturerefluxed
  2. customThe obtained reaction product
  3. temperaturewas cooled over night
  4. customthe precipitate was removed by suction
  5. filtrationfiltering
  6. customThe obtained precipitate was separated by suction
  7. filtrationfiltering
  8. washwashed with water
  9. customdried at 30° C

Sources & evidence

ORD record
ord-52ad1ec0a64f42cf92321e9099be0ba7
Source dataset
uspto-grants-1981_05
Patent number
US04269924

Reaction notes

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