HCID 12767925, compound → HCID 15575168, compound

HRID 1902247Notes

Reaction equation

HRID 1902247 reaction equation
[N+:1]([C:4]1[CH:18]=[CH:17][C:7]2[S:8][C:9]3([C:15](=[O:16])[C:6]=2[CH:5]=1)[CH2:13][CH2:12][O:11][C:10]3=[O:14])([O-])=O>C(O)(=O)C.[Pd]>[NH2:1][C:4]1[CH:18]=[CH:17][C:7]2[S:8][C:9]3([C:15](=[O:16])[C:6]=2[CH:5]=1)[CH2:13][CH2:12][O:11][C:10]3=[O:14]

Participants

4

Reactant 1

HCID 12767925HCID 12767925, compound

Product 1

HCID 15575168HCID 15575168, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

5-Nitro-4',5'-dihydrospiro[benzo[b]thiophene-2(3H),3'(2'H)-furan]-3,2'-dione (1.0 g) was hydrogenated in the presence of 5% Pd-C (0.35 g) in acetic acid (100 ml) at room temperature under usual pressure of H2 gas with stirring. The catalyst was filtered off and the filtrate was evaporated in vacuo. The resulting residue was recrystallized from benzene to give 5-amino-4',5'-dihydrospiro[benzo[b]thiophene-2(3H),3'(2'H)-furan]-3,2'-dione as yellow needles, mp 187°-190° C. Anal. Calcd. for C11H9NO3S: C, 56.15; H, 3.86; N, 5.96. Found: C, 56.61; H, 3.73; N, 5.96.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated in vacuo
  3. customThe resulting residue was recrystallized from benzene

Sources & evidence

ORD record
ord-f1da7465e01f4d8eae4e08af67a85f73
Source dataset
uspto-grants-1982_12
Patent number
US04362740

Reaction notes

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