Formic Acid → HCID 54364803, compound

HRID 965417Notes

Reaction equation

HRID 965417 reaction equation
[F:1][CH2:2][O:3][N:4]=[C:5]([C:10]1[N:14]=[C:13]([NH2:15])[S:12][N:11]=1)[C:6]([O:8][CH3:9])=[O:7].[CH:16](O)=[O:17]>>[F:1][CH2:2][O:3][N:4]=[C:5]([C:10]1[N:14]=[C:13]([NH:15][CH:16]=[O:17])[S:12][N:11]=1)[C:6]([O:8][CH3:9])=[O:7]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 54214287HCID 54214287, compound

Product 1

HCID 54364803HCID 54364803, compoundYield 39.6%

Procedure

A solution of methyl 2-fluoromethoxyimino-2-(5-amino-1,2,4-thiadiazole-3-yl)-acetate (anti-isomer) (1.17 g, 5 mmol) in 99% formic acid (2.34 g, 51 mmol) was reacted at 35° C. for 90 hrs. The reaction mixture was cooled to below 10° C. to separate crystals, which were collected by filtration, washed with methanol and dried to give methyl 2-fluoromethoxyimino-2-(5-formamido-1,2,4-thiadiazole-3-yl)-acetate (syn-isomer) (434 mg). The crystals thereof (100 mg) were further obtained from the mother liquor. (Yield: 39.6%).

Workup

  1. temperatureThe reaction mixture was cooled to below 10° C.
  2. customto separate crystals, which
  3. filtrationwere collected by filtration
  4. washwashed with methanol
  5. customdried

Sources & evidence

ORD record
ord-a865f936891c4a8cbdcd69e350c653ac
Source dataset
uspto-grants-1998_06
Patent number
US05773624

Reaction notes

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