Hydrazine hydrate (1:1) → 4-[(3-Aminopropyl)sulfanyl]phenol

HRID 2101422Notes

Reaction equation

HRID 2101422 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][CH2:10][CH2:11][N:12]2C(=O)C3C(=CC=CC=3)C2=O)=[CH:4][CH:3]=1.O.NN>C(O)C>[NH2:12][CH2:11][CH2:10][CH2:9][S:8][C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 57801265HCID 57801265, compound

Product 1

HCID 152220614-[(3-Aminopropyl)sulfanyl]phenolYield 68.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-[3-(4-Hydroxy-phenylsulfanyl)-propyl]-isoindole-1,3-dione (10.5 g) was dissolved in ethanol (450 ml) and treated with hydrazine monohydrate (17 ml) at 100° C. for 2 h in argon gas. Filtration and evaporation then crystallization from ethanol gave 4-(3-amino-propylsulfanyl)-phenol (4.2 g).

Workup

  1. filtrationFiltration and evaporation
  2. customcrystallization from ethanol

Sources & evidence

ORD record
ord-bddf30004b704388a6bf3be6026007ea
Source dataset
uspto-grants-2009_08
Patent number
US07572908B2

Reaction notes

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