Hydroxyamine hydrochloride → HCID 86753372, compound

HRID 357590Notes

Reaction equation

HRID 357590 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][CH2:6][C:7]2=O)#[N:2].Cl.[NH2:14][OH:15]>C(O)C>[C:1]([C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][CH2:6][C:7]2=[N:14][OH:15])#[N:2]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 27515831-Oxo-2,3-Dihydro-1H-Indene-4-Carbonitrile

Product 1

HCID 86753372HCID 86753372, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 157 mg (1.0 mmol) of 4-cyano-2,3-dihydro-1H-inden-1-one [Coll. Czechoslov. Chem. Commun. 43, 3227 (1978)] and 139 mg (2.0 mmol) of hydroxylamine hydrochloride in 4 ml of ethanol is stirred at 80° C. for 1.5 hours and cooled in an ice-water bath. The product that has crystallized out is filtered off with suction, washed with cold ethanol and diethyl ether and dried. In that manner there is obtained the intermediate 4-cyano-2,3-dihydro-1H-inden-1-one oxime, which melts at 200°-202° C. with decomposition; 1H-NMR (DMSO): δ=11.22 (s, 1H); 7.84 (d, 1H); 7.81 (d, 1H); 7.45 (t, 1H); 3.15 (t, 2H); 2.84 (t, 2H).

Workup

  1. temperaturecooled in an ice-water bath
  2. customThe product that has crystallized out
  3. filtrationis filtered off with suction
  4. washwashed with cold ethanol and diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-7aac53a229bc4825a1d4c8d8b18f7866
Source dataset
uspto-grants-1998_11
Patent number
US05840911

Reaction notes

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