Ammonia → HCID 57655924, compound

HRID 911575Notes

Reaction equation

HRID 911575 reaction equation
Br[CH2:2][C:3]1[CH:17]=[CH:16][C:6]2[N:7]=[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[S:9][C:5]=2[CH:4]=1.[NH3:18]>CO>[NH2:18][CH2:2][C:3]1[CH:17]=[CH:16][C:6]2[N:7]=[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[S:9][C:5]=2[CH:4]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 50849909HCID 50849909, compound

Product 1

HCID 57655924HCID 57655924, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Add 6-bromomethyl-2-phenyl-benzothiazole (2 g, 6.57 mmol) as a suspension in methanol (100 mL) to 7M ammonia in methanol (400 mL) at 0° C. over 10 min and then stir for 3 h at room temperature. Concentrate in vacuo and purify the crude mixture by chromatography on silica gel eluting with dichloromethane/methanol (1:0 to 3:1) to obtain the title compound (1.2 g, 76%). MS (ES+) m/z: 241 (M+H+).

Workup

  1. concentrationConcentrate in vacuo
  2. custompurify the crude mixture by chromatography on silica gel eluting with dichloromethane/methanol (1:0 to 3:1)

Sources & evidence

ORD record
ord-70f57634eb414235a24fc1dcb253f79b
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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