5-Benzothiazolamine, 2-methyl- → HCID 18784458, compound

HRID 1108182Notes

Reaction equation

HRID 1108182 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([CH3:10])=[N:7][C:6]=2[CH:11]=1.CO[CH:14]1[CH2:18][CH2:17][CH:16](OC)O1>C(O)(=O)C>[N:1]1([C:2]2[CH:3]=[CH:4][C:5]3[S:9][C:8]([CH3:10])=[N:7][C:6]=3[CH:11]=2)[CH:14]=[CH:18][CH:17]=[CH:16]1

Participants

4

Reactant 2

HCID 362295-Benzothiazolamine, 2-methyl-HCID 790982,5-Dimethoxytetrahydrofuran

Product 1

HCID 18784458HCID 18784458, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

5-Amino-2-methylbenzothiazole (30.0 g, 0.203 mol) and 2,5-dimethoxytetrahydrofuran (27.0 g, 0.204 mol) were combined with 90 mL of acetic acid and the solution was heated at reflux for 1 hr. The mixture was evaporated to a dark slurry and purified by column chromatography. This afforded 16.3 g (39% yield) of product, m.p. 91-96° C.

Workup

  1. temperaturethe solution was heated
  2. temperatureat reflux for 1 hr
  3. customThe mixture was evaporated to a dark slurry
  4. custompurified by column chromatography

Sources & evidence

ORD record
ord-3c4ae8ec1d714cc1bcf305bd24fb7bc5
Source dataset
uspto-grants-2000_05
Patent number
US06066443

Reaction notes

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