Formic Acid → HCID 12873983, compound

HRID 1759406Notes

Reaction equation

HRID 1759406 reaction equation
[CH:1]([OH:3])=O.[N:4]1[CH2:5][CH2:6][N:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[C:15]([NH2:16])[C:10]=3[S:9][C:8]=12.[BH4-].[Na+].[OH-].[NH4+]>O>[N:4]1[CH2:5][CH2:6][N:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[C:15]([NH:16][CH:1]=[O:3])[C:10]=3[S:9][C:8]=12

Participants

6

Reactant 4

HCID 284Formic AcidHCID 14923Ammonium HydroxideHCID 4311764Sodium borohydrideHCID 12892047HCID 12892047, compound

Product 1

HCID 12873983HCID 12873983, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred mixture of 360 parts of formic acid and 7.5 parts of 2,3-dihydroimidazo[2,1-b]benzothiazol-8-amine are added portionwise, during a 2 hours-period, 14.7 parts of sodium borohydride while nitrogen gas is introduced and the temperature is kept at about 30° C. Upon completion, stirring is continued first for 1 hour at about 60° C. and further overnight at room temperature. 200 Parts of water are added to the reaction mixture and the whole is alkalized with ammonium hydroxide at a temperature below 10° C. The produce is extracted with warm trichloromethane. The extract is filtered over Hyflo and the filtrate is evaporated. The residue is boiled in 1,1'-oxybisethane. The product is filtered off (the filtrate is set aside) and dried, yielding 1 part of N-(2,3-dihydroimidazo[2,1-b]benzothiazol-8-yl)formamide; mp. 217° C.

Workup

  1. additionis introduced
  2. customis kept at about 30° C
  3. extractionThe produce is extracted with warm trichloromethane
  4. filtrationThe extract is filtered over Hyflo
  5. customthe filtrate is evaporated
  6. filtrationThe product is filtered off (the filtrate
  7. customdried

Sources & evidence

ORD record
ord-70d64e2c0b9e48169042e8d5c65e562c
Source dataset
uspto-grants-1982_07
Patent number
US04340738

Reaction notes

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