Methylamine → HCID 85873295, compound

HRID 389576Notes

Reaction equation

HRID 389576 reaction equation
[Br:1][C:2]1[C:10]2[S:9][C:8](Cl)=[N:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH3:12][NH2:13]>>[Br:1][C:2]1[C:10]2[S:9][C:8]([NH:13][CH3:12])=[N:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 667605757-BroMo-2-chlorobenzothiazole

Product 1

HCID 85873295HCID 85873295, compoundYield 67.7%

Conditions

Temperature
60 °C

Procedure

7-Bromo-2-chlorobenzothiazole (85 mg, 0.34 mmol) and methylamine (2 M in THF, 3 mL, 6 mmol) were mixed and heated to 60° C. overnight. The solvent was evaporated. The residue was purified by ISCO chromatography (0 to 30% EtOAc:heptane) to afford 56 mg (67%) of the title compound. MS (ESI): 243.30, 245.26 [M+H]+; HPLC tR=1.09 min (HPLC: Anayltical—2 min).

Workup

  1. customThe solvent was evaporated
  2. customThe residue was purified by ISCO chromatography (0 to 30% EtOAc:heptane)

Sources & evidence

ORD record
ord-f1b015357b124e8792248a6824282a77
Source dataset
uspto-grants-2013_02
Patent number
US08378104B2

Reaction notes

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