Water → HCID 178441902, compound

HRID 398993Notes

Reaction equation

HRID 398993 reaction equation
[N:1]([O-])=O.[Na+].[C:5]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[NH2:17])#[C:6][CH2:7][CH2:8][CH2:9][CH3:10].[OH2:18]>Cl>[CH2:7]([C:6]1[N:1]=[N:17][C:12]2[C:11]([C:5]=1[OH:18])=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 962Water2×HCID 107973102-(Hex-1-yn-1-yl)anilineHCID 23668193Sodium Nitrite

Product 1

HCID 178441902HCID 178441902, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 2 g of sodium nitrite in 60 ml of water was added at 0° C. to a suspension at 0° C. of 3.2 g of the product of Step A in 100 ml of concentrated hydrochloric acid, and the mixture was stirred for 90 minutes at 0° C., then for one hour at 100° C. The reaction medium was poured into 100 ml of ice-cooled water, separated and washed with ice-cooled water. The moist product was taken up in 100 ml of water and alkalized with concentrated ammonium hydroxide. After separation, the residue was washed with water and dried at 70° C. under reduced pressure to obtain 1.47 g of the expected product melting at 180° C.

Workup

  1. waitfor one hour at 100° C
  2. customseparated
  3. washwashed with ice-
  4. temperaturecooled water
  5. customAfter separation
  6. washthe residue was washed with water
  7. customdried at 70° C. under reduced pressure

Sources & evidence

ORD record
ord-e38725138e7f4e8fbd8b7be6a58b495d
Source dataset
uspto-grants-1998_10
Patent number
US05817674

Reaction notes

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