Sulfur → HCID 21549225, compound

HRID 1605109Notes

Reaction equation

HRID 1605109 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:6][C:5]=1[C:17]([F:20])([F:19])[F:18])([O-])=O.[H][H].[S]>C(O)C.[Ni]>[C:11]1([S:10][C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[C:5]([C:17]([F:20])([F:18])[F:19])[CH:6]=2)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

6

Reactant 3

HCID 5362487SulfurHCID 21549226HCID 21549226, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 21549225HCID 21549225, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

2-Nitro-5-phenylthiobenzotrifluoride (25.6 g, 0.86 mole) in ethanol (500 ml) is reduced over Raney nickel at about 45 psi of hydrogen gas. After hydrogen uptake is complete the mixture is deactivated with elemental sulfur, filtered, and the filtrate evaporated under reduced pressure to afford product as an oil. The infrared spectrum shows an absorption at 2.9μ (strong NH band). The product crystallizes on standing to give a solid, m.p. 63°-66.5° C.

Workup

  1. filtrationfiltered
  2. customthe filtrate evaporated under reduced pressure
  3. customto afford product as an oil
  4. customan absorption at 2.9μ (strong NH band)
  5. customThe product crystallizes
  6. customto give a solid, m.p. 63°-66.5° C.

Sources & evidence

ORD record
ord-27b2146c92d1408594025522e16e7e93
Source dataset
uspto-grants-1976_04
Patent number
US03948987

Reaction notes

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