Trifluoroacetic acid → HCID 12873978, compound

HRID 1902636Notes

Reaction equation

HRID 1902636 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3](O)=O.[BH4-].[Na+].[N:10]1[CH2:11][CH2:12][N:13]2[C:17]3[CH:18]=[C:19]([NH2:22])[CH:20]=[CH:21][C:16]=3[S:15][C:14]=12>>[F:1][C:2]([F:7])([F:6])[CH2:3][NH:22][C:19]1[CH:20]=[CH:21][C:16]2[S:15][C:14]3=[N:10][CH2:11][CH2:12][N:13]3[C:17]=2[CH:18]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 6586872,3-Dihydroimidazo(2,1-b)benzothiazol-6-amineHCID 4311764Sodium borohydride

Product 1

HCID 12873978HCID 12873978, compound

Procedure

To a stirred mixture of 60 parts of trifluoroacetic acid and 4 parts of sodium borohydride are added portionwise, during a 5 hours-period, 4 parts of 2,3-dihydroimidazo[2,1-b]benzothiazol-6-amine at 30°-40° C. The reaction mixture is poured onto 300 parts of ice-water. The precipitated product is filtered off, washed with water and taken up in trichloromethane. The mixture is washed with ammonium hydroxide. The organic phase is dried, filtered and evaporated. The residue is crystallized from acetonitrile, yielding 3.3 parts of 2,3-dihydro-N-(2,2,2-trifluoroethyl)imidazo[2,1-b]benzothiazol-6-amine; mp. 211.7° C.

Workup

  1. filtrationThe precipitated product is filtered off
  2. washwashed with water
  3. washThe mixture is washed with ammonium hydroxide
  4. customThe organic phase is dried
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue is crystallized from acetonitrile

Sources & evidence

ORD record
ord-bfafc5cf105b419087c86dfbc2a20f80
Source dataset
uspto-grants-1982_12
Patent number
US04364942

Reaction notes

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