Water → HCID 178441902, compound

HRID 1602941Notes

Reaction equation

HRID 1602941 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 prepared 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 cooled reaction mixture was poured into 100 ml of ice-cooled water and after separating and washing with water, the moist crude product was taken up in 100 ml of water, alkalinized with concentrated ammonium hydroxide, separated and washed with water to obtain after drying at 70° C., 1.47 g of the desired product melting at 180° C.

Workup

  1. waitfor one hour at 100° C
  2. customThe cooled reaction mixture
  3. customafter separating
  4. washwashing with water
  5. customseparated
  6. washwashed with water
  7. customto obtain
  8. customafter drying at 70° C.

Sources & evidence

ORD record
ord-a1d2ca665c7a4ea68004f39b87d99457
Source dataset
uspto-grants-1999_11
Patent number
US05985894

Reaction notes

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