Hydrochloric Acid → HCID 56604883, compound

HRID 1966963Notes

Reaction equation

HRID 1966963 reaction equation
[C:1]1([CH3:16])[CH:6]=[CH:5][C:4]([NH:7][C:8]2([C:14]#[N:15])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[CH:3][CH:2]=1.[O:17]([C:19]#N)[Na].Cl.[OH2:22]>C(O)(=O)C>[C:1]1([CH3:16])[CH:6]=[CH:5][C:4]([N:7]2[C:8]3([CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]3)[C:14](=[O:22])[NH:15][C:19]2=[O:17])=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962Water2×HCID 598390991-p-TolylaminocyclohexanecarbonitrileHCID 178418852HCID 178418852, compound

Product 1

HCID 56604883HCID 56604883, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
35 °C

Procedure

18 g of 1-p-tolylaminocyclohexanecarbonitrile are dissolved in 90 ml of acetic acid in a 250 ml three-necked flask, at room temperature and under nitrogen, the mixture is heated to 35° C., 8.74 g of NaOCN are then added portionwise, heating is continued up to 60° C. and the mixture is stirred for 2 hours. 29 ml of 12N HCl and then 19 ml of water are introduced into the reaction medium, which is then heated for 30 minutes from 50 to 90° C. The reaction medium is transferred into about 1 l of water and a white precipitate forms, which is recovered by filtration and then dried. The product 1-p-tolyl-1,3-diazaspiro[4.5]decane-2,4-dione is obtained in the form of a white solid.

Workup

  1. temperatureheating
  2. customis continued up to 60° C.
  3. temperatureis then heated for 30 minutes from 50 to 90° C
  4. filtrationa white precipitate forms, which is recovered by filtration
  5. customdried

Sources & evidence

ORD record
ord-21695ca1e3794a6eab7209d255d60e2c
Source dataset
uspto-grants-2013_04
Patent number
US08420681B2

Reaction notes

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