Benzo(d)thiazol-2-amine → HCID 12926125, compound

HRID 615156Notes

Reaction equation

HRID 615156 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[CH3:11][O:12][C:13]1[CH:22]=[CH:21][CH:20]=[CH:19][C:14]=1[C:15](=O)[CH2:16][Br:17]>C(C(C)=O)C>[BrH:17].[CH3:11][O:12][C:13]1[CH:22]=[CH:21][CH:20]=[CH:19][C:14]=1[C:15]1[N:1]=[C:2]2[N:6]([CH:16]=1)[C:5]1[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=1[S:3]2

Participants

4

Reactant 2

HCID 8706Benzo(d)thiazol-2-amineHCID 123440Bromomethyl 2-methoxyphenyl ketone

Product 1

HCID 12926125HCID 12926125, compoundYield 19%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

To 70 ml of methyl ethyl ketone were added 7 g of 2-aminobenzothiazole and 10 g of o-methoxyphenacyl bromide and the mixture was refluxed for 10 hours. The reaction mixture was filtered while it was hot to recover crystals precipitated. The crystals were washed with methyl ethyl ketone, and dried to provide 3.0 g of 2-(o-methoxyphenyl)imidazo[2,1-b]-benzothiazole hydrobromide having a melting point of 263°-265° C.

Workup

  1. temperaturethe mixture was refluxed for 10 hours
  2. filtrationThe reaction mixture was filtered while it
  3. customto recover crystals
  4. customprecipitated
  5. washThe crystals were washed with methyl ethyl ketone
  6. customdried

Sources & evidence

ORD record
ord-3d07c2cf6d6a4c0c80f0826b538e4805
Source dataset
uspto-grants-1985_02
Patent number
US04497817

Reaction notes

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