Hydrochloric Acid → HCID 21404569, compound

HRID 972692Notes

Reaction equation

HRID 972692 reaction equation
[CH2:1]([N:3]([CH2:20][CH3:21])[C:4]1[CH:5]=[C:6]([C:10]2[NH:11][C:12](=[O:19])[C:13](=[CH:17][CH:18]=2)[C:14](O)=O)[CH:7]=[CH:8][CH:9]=1)[CH3:2].S(Cl)([Cl:24])=O.[ClH:26]>ClCCl>[ClH:24].[CH2:1]([N:3]([CH2:20][CH3:21])[C:4]1[CH:5]=[C:6]([C:10]2[NH:11][C:12](=[O:19])[C:13](=[CH:17][CH:18]=2)[CH2:14][Cl:26])[CH:7]=[CH:8][CH:9]=1)[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24386Thionyl ChlorideHCID 21404504HCID 21404504, compound

Product 1

HCID 21404569HCID 21404569, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of 3.0 g. (10.48 mmoles) of 6-[m-(diethylamino)phenyl]-1,2-dihydro-2-oxonicotinic acid in 50 ml. dichloromethane under nitrogen is treated with 0.85 ml. (11.54 mmoles) of thionyl chloride. Solution occurred at once and in about 15 minutes a solid started to appear. The suspension is allowed to stire at room temperature overnight. The solid 6-[m-(diethylamino)-phenyl]-1,2-dihydro-2-oxonicotinyl chloride, hydrochloride is collected and washed with dichloromethane. There is obtained 3.28 g. of the acid chloride, hydrochloride.

Workup

  1. additionA suspension of 3.0 g
  2. customin about 15 minutes
  3. customThe solid 6-[m-(diethylamino)-phenyl]-1,2-dihydro-2-oxonicotinyl chloride, hydrochloride is collected
  4. washwashed with dichloromethane
  5. customThere is obtained 3.28 g

Sources & evidence

ORD record
ord-b9acddaba3714e40b76d7139fc6b512e
Source dataset
uspto-grants-1977_10
Patent number
US04053470

Reaction notes

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