HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Bromine → 6-Amino-7-bromobenzothiazole

HRID 1275097
Notes
Print preview

Reaction equation

HRID 1275097 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]2[N:6]=[CH:7][S:8][C:4]=2[CH:3]=1.[Br:11]Br.CCOC(C)=O.CCCCCC>CC(O)=O.CCOC(C)=O>[Br:11][C:3]1[C:4]2[S:8][CH:7]=[N:6][C:5]=2[CH:9]=[CH:10][C:2]=1[NH2:1]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 24408BromineHCID 682886-AminobenzothiazoleHCID 21226206Ethyl acetate hexane

Product 1

HCID 47126206-Amino-7-bromobenzothiazole

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 8857Ethyl AcetateSolvent

Conditions

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes
Temperature
25 °C

Procedure

To a solution of 6-aminobenzothiazole (16 g, 107 mmol) in 100 mL of AcOH was added Br2 (2.0 mL, 43 mmol) dropwise and the resulting reaction mixture was stirred for 1 h at 25° C. Reaction mixture was concentrated in vacuo, yielding a yellow solid which was dissolved in EtOAc and washed with aq. NaHCO3. Organic layer was dried over Na2SO4 and concentrated in vacuo, yielding an oil which was subjected to column chromatography (10-50% EtOAc/n-Hexane) to obtain 7.8 g (34 mmol, 80 ) of the desired product.

Workup

  1. customthe resulting reaction mixture
  2. customReaction mixture
  3. concentrationwas concentrated in vacuo
  4. customyielding a yellow solid which
  5. washwashed with aq. NaHCO3
  6. dry with materialOrganic layer was dried over Na2SO4
  7. concentrationconcentrated in vacuo
  8. customyielding an oil which

Sources & evidence

ORD record
ord-05330d173d92468789e937fc7c3aa8db
Source dataset
uspto-grants-2000_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06159998

Reaction notes

Loading…