Sulfamic Acid → HCID 11447496, compound

HRID 582761Notes

Reaction equation

HRID 582761 reaction equation
[S:1](=[O:5])(=[O:4])([OH:3])N.[C:6]1([NH2:16])[C:15]2[CH2:14][CH2:13][CH2:12][CH2:11][C:10]=2[CH:9]=[CH:8][CH:7]=1>CN1CCCC1=O.ClC1C=CC=CC=1Cl>[NH2:16][C:6]1[C:15]2[CH2:14][CH2:13][CH2:12][CH2:11][C:10]=2[C:9]([S:1]([OH:3])(=[O:5])=[O:4])=[CH:8][CH:7]=1

Participants

5

Reactant 2

HCID 5987Sulfamic AcidHCID 166715-Tetralinylamine

Product 1

HCID 11447496HCID 11447496, compoundYield 48.6%

Reagents, catalysts & solvents 2

HCID 72391,2-DichlorobenzeneSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
150 °C

Procedure

A hot suspension of 20 g of sulphamic acid in 40 ml of N-methylpyrrolidone is added to a solution of 10 g of 5,6,7,8-tetrahydronaphthylamine in 100 ml of 1,2-dichlorobenzene. The mixture is heated with stirring for 7 hours at 150° C. The product is filtered off and washed with dichlorobenzene and then with toluene. The precipitate is resuspended in 70 ml of water and neutralized to pH 7 with 5.5 ml of 30% sodium hydroxide. The insoluble matter is filtered off and the aqueous phase is extracted with ether. The aqueous phase is adjusted to pH 5 by adding HCl, at 5° C.; the mixture is filtered, and the residue is washed with water and dried to obtain 7.5 g of the expected product.

Workup

  1. temperatureThe mixture is heated
  2. filtrationThe product is filtered off
  3. washwashed with dichlorobenzene
  4. filtrationThe insoluble matter is filtered off
  5. extractionthe aqueous phase is extracted with ether
  6. additionby adding HCl
  7. customat 5° C.
  8. filtrationthe mixture is filtered
  9. washthe residue is washed with water
  10. customdried

Sources & evidence

ORD record
ord-4abdbeb762474c8888646d4d598df885
Source dataset
uspto-grants-1999_07
Patent number
US05925661

Reaction notes

Loading…