Acetaldehyde → HCID 86745947, compound

HRID 893526Notes

Reaction equation

HRID 893526 reaction equation
[NH2:1][C:2]1[C:3]([F:15])=[CH:4][C:5]([Cl:14])=[C:6]([CH:8]2[S:13][CH2:12][CH2:11][CH2:10][S:9]2)[CH:7]=1.[N:16]([O-])=O.[Na+].O.O.[Sn](Cl)Cl.[CH:25](=O)[CH3:26]>Cl.O>[Cl:14][C:5]1[C:6]([CH:8]2[S:13][CH2:12][CH2:11][CH2:10][S:9]2)=[CH:7][C:2]([NH:1][N:16]=[CH:25][CH3:26])=[C:3]([F:15])[CH:4]=1

Participants

7

Reactant 4

HCID 177AcetaldehydeHCID 61436Stannous chloride dihydrateHCID 15764665HCID 15764665, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 86745947HCID 86745947, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolvent2×HCID 962WaterSolvent2×

Conditions

Temperature
-5 °C

Procedure

To a stirred, cold (-5° C) mixture of 10.0 g (0.0379 mole) of 2-(5-amino-2-chloro-4-fluorophenyl)-1,3-dithiane in 100 mL of concentrated hydrochloric acid is added dropwise a solution of 2.55 g (0.0379 mole) of sodium nitrite in 20 mL of water. This mixture is stirred at -5° C. for approximately 45 minutes. A solution of 17.1 g (0.0758 mole) of tin (II) chloride dihydrate in 30 mL of concentrated hydrochloric acid is added dropwise. This mixture is allowed to stir for one hour. A solution of 5.16 g (0.117 mole) of acetaldehyde in 200 mL of water is added slowly. The resultant mixture is stirred for one hour during which a precipitate forms. This solid is collected by filtration and is washed with water and dried to yield acetaldehyde 4-chloro-2-fluoro-5-(1,3-dithian-2-yl)phenylhydrazone.

Workup

  1. stirringto stir for one hour
  2. filtrationThis solid is collected by filtration
  3. washis washed with water
  4. customdried

Sources & evidence

ORD record
ord-618f029800964e0eb7a8204d76a30b15
Source dataset
uspto-grants-1992_06
Patent number
US05125958

Reaction notes

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