Hydrochloric Acid → HCID 86744871, compound

HRID 1494405Notes

Reaction equation

HRID 1494405 reaction equation
CNS(CC[NH:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=1)(=O)=O.[S-:20][C:21]#[N:22].[K+].BrBr.[ClH:26]>C(O)(=O)C.C(O)C>[NH:22]=[C:21]1[N:8]([Cl:26])[C:9]2[CH:14]=[CH:13][C:12]([O:15][C:16]([F:19])([F:18])[F:17])=[CH:11][C:10]=2[S:20]1

Participants

7

Reactant 4

HCID 313Hydrochloric Acid2×HCID 24408BromineHCID 516872Potassium thiocyanateHCID 10565966HCID 10565966, compound

Product 1

HCID 86744871HCID 86744871, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

The procedure is as in Example 3, starting with N-methyl-2-(p-trifluoromethoxyanilino)ethanesulphonamide (3.5 g), potassium thiocyanate (4.7 g) and bromine (2.2 g) in acetic acid (30 cc). After 18 hours at a temperature in the region of 20 C, neutralization with 30% strength sodium hydroxide and extraction with ethyl acetate, a crude product is obtained, which product is converted to a hydrochloride by adding 4.2N ethereal hydrogen chloride (3 cc) in ethanol (25 cc) and recrystallized in absolute ethanol (50 cc). The N-methyl-2-(2-imino-6-trifluoromethoxy-3-benzothiazolinyl hydrochloride thereby obtained (2.1 g) melts at 242° C.

Workup

  1. extractionAfter 18 hours at a temperature in the region of 20 C, neutralization with 30% strength sodium hydroxide and extraction with ethyl acetate
  2. customa crude product is obtained
  3. customrecrystallized in absolute ethanol (50 cc)

Sources & evidence

ORD record
ord-e7deece6c6f74aaeb18fdd6f96126dda
Source dataset
uspto-grants-1991_06
Patent number
US05026717

Reaction notes

Loading…