Bromine → HCID 12891909, compound

HRID 1902623Notes

Reaction equation

HRID 1902623 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:11][CH2:12][CH2:13][OH:14])=[S:10])=[CH:4][CH:3]=1.[Br:15]Br>ClC(Cl)(Cl)Cl>[BrH:15].[F:1][C:2]1[CH:3]=[CH:4][C:5]2[N:8]=[C:9]([NH:11][CH2:12][CH2:13][OH:14])[S:10][C:6]=2[CH:7]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 2171374HCID 2171374, compound

Product 1

HCID 12891909HCID 12891909, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

To a stirred mixture of 6.4 parts of N-(4-fluorophenyl)-N'-(2-hydroxyethyl)thiourea and 80 parts of tetrachloromethane is added dropwise a solution of 4.8 parts of bromine in 40 parts of tetrachloromethane between 20° and 25° C. Upon completion, stirring is continued for 1 hour at reflux temperature. The reaction mixture is cooled to room temperature. The precipitated product is filtered off, washed with acetonitrile and dried, yielding 5.8 parts of 2-[(6-fluoro-2-benzothiazolyl)amino]ethanol monohydrobromide; mp. 163.6° C.

Workup

  1. temperatureat reflux temperature
  2. filtrationThe precipitated product is filtered off
  3. washwashed with acetonitrile
  4. customdried

Sources & evidence

ORD record
ord-84a5389ec0534d688c0753eb5c01b5f7
Source dataset
uspto-grants-1982_12
Patent number
US04364942

Reaction notes

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