Hydrogen Bromide → 2-Amino-6-benzothiazolol

HRID 926015Notes

Reaction equation

HRID 926015 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 2

HCID 260Hydrogen BromideHCID 156302-Amino-6-methoxybenzothiazole

Product 1

HCID 334622-Amino-6-benzothiazolol

Procedure

2-Amino-6-methoxybenzothiazole was reacted with hot aqueous HBr at a temperature of >70° C. for about 3 hours and then the clear solution was cooled to ambient temperature overnight. The precipitated solids were collected, dissolved in hot water and the pH was adjusted to between 4.5-5.5. The resultant solids were collected, dried and re-crystallized from isopropanol. Second crop material was collected. The solids were vacuum dried to give 2-amino-6-hydroxybenzothiazole.

Workup

  1. customThe precipitated solids were collected
  2. dissolutiondissolved in hot water
  3. customThe resultant solids were collected
  4. customdried
  5. customre-crystallized from isopropanol
  6. customSecond crop material was collected
  7. customdried

Sources & evidence

ORD record
ord-ef6b489143754e14aaa6469a824e1068
Source dataset
uspto-grants-2016_03
Patent number
US09284332B2

Reaction notes

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