Formic Acid → HCID 53962154, compound

HRID 2257695Notes

Reaction equation

HRID 2257695 reaction equation
[CH:1](O)=[O:2].C(OC(=O)C)(=O)C.[NH2:11][C:12]1[C:13]([S:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[C:14]([CH:19]=[CH:20][CH:21]=1)[C:15]([O:17][CH3:18])=[O:16]>C1COCC1>[CH2:23]([S:22][C:13]1[C:12]([NH:11][CH:1]=[O:2])=[CH:21][CH:20]=[CH:19][C:14]=1[C:15]([O:17][CH3:18])=[O:16])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 15430886HCID 15430886, compound

Product 1

HCID 53962154HCID 53962154, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

27.0 g (0.586 mol) of formic acid are added dropwise to 48.6 g (0.476 mol) of acetic anhydride at 0° C. After the mixture has been stirred at 50°-60° C. for 2 h it is cooled to 0° C. and a solution of 50.0 g (0.183 mol) of methyl 3-amino-2-benzylmercaptobenzoate in 150 ml of THF is added. The reaction solution is then stirred at room temperature for 4 h. The mixture is concentrated under reduced pressure (60° C., 0.1 torr). The resulting oily residue (61.77 g) is employed in subsequent reactions without further purification (cf. Example e)).

Workup

  1. stirringThe reaction solution is then stirred at room temperature for 4 h
  2. concentrationThe mixture is concentrated under reduced pressure (60° C., 0.1 torr)
  3. customThe resulting oily residue (61.77 g) is employed in subsequent reactions without further purification (cf. Example e))

Sources & evidence

ORD record
ord-02f2835885664767b426a96af5156714
Source dataset
uspto-grants-1997_08
Patent number
US05658854

Reaction notes

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