Formic Acid → HCID 54077075, compound

HRID 1388487Notes

Reaction equation

HRID 1388487 reaction equation
[C:1](OC(=O)C)(=[O:3])C.C(O)=O.[NH2:11][C:12]1[S:13][CH:14]=[C:15]([C:17](=[N:21][O:22][CH:23]2[CH2:27][CH2:26][CH2:25][CH2:24]2)[C:18]([OH:20])=[O:19])[N:16]=1>O1CCCC1>[CH:1]([NH:11][C:12]1[S:13][CH:14]=[C:15]([C:17](=[N:21][O:22][CH:23]2[CH2:27][CH2:26][CH2:25][CH2:24]2)[C:18]([OH:20])=[O:19])[N:16]=1)=[O:3]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 53815133HCID 53815133, compound

Product 1

HCID 54077075HCID 54077075, compoundYield 40.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To acetic anhydride (32 g.) was added formic acid (14.4 g.) under ice-cooling and stirred at 40° to 45° C. for an hour. 2-(2-Aminothiazol-4-yl)-2-cyclopentyloxyiminoacetic acid (syn isomer, 20 g.) and tetrahydrofuran (100 ml.) were added to the solution under ice-cooling and stirred at 35° C. for 3 hours. After the solution was concentrated in vacuo, the residue was pulverized with diisopropyl ether, and dried over phosphorus pentoxide to give 2-(2-formamidothiazol-4-yl)-2-cyclopentyloxyiminoacetic acid (syn isomer, 9.04 g.), mp. 158° C. (dec.).

Workup

  1. temperaturecooling
  2. temperaturecooling
  3. stirringstirred at 35° C. for 3 hours
  4. concentrationAfter the solution was concentrated in vacuo
  5. dry with materialdried over phosphorus pentoxide

Sources & evidence

ORD record
ord-d3429603fd804e17a6a3186bbabd5688
Source dataset
uspto-grants-1984_02
Patent number
US04431643

Reaction notes

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