Chloroacetyl chloride → HCID 21516372, compound

HRID 1283798Notes

Reaction equation

HRID 1283798 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:4]=1[N:13]=[N:14][NH:15][C:16]1[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:19]=[CH:18][C:17]=1[C:26]#[N:27])#[N:2].[H-].[Na+].[Cl:30][CH2:31][C:32](Cl)=[O:33]>CCOCC>[Cl:30][CH2:31][C:32]([N:13]([C:4]1[CH:5]=[C:6]([C:9]([F:12])([F:11])[F:10])[CH:7]=[CH:8][C:3]=1[C:1]#[N:2])[N:14]=[N:15][C:16]1[CH:21]=[C:20]([C:22]([F:23])([F:24])[F:25])[CH:19]=[CH:18][C:17]=1[C:26]#[N:27])=[O:33]

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 24758Sodium hydrideHCID 30354951,3-Bis(2-cyano-5-(trifluoromethyl)phenyl)triazene

Product 1

HCID 21516372HCID 21516372, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 10.0 g. (0.026 mol.) of 1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene and 1.8 g. (0.037 mol.) of 50% sodium hydride in ether is added to a solution of 3.2 g. (0.028 mol.) of α-chloroacetyl chloride in 25 ml. of ether. The reaction mixture is stirred at 25° for one hour then filtered. The filtrate is concentrated under reduced pressure to give 3-(2-chloroacetyl)-1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene as an oil which crystallizes upon trituration with isopropyl ether, m.p. 98°-100°.

Workup

  1. filtrationthen filtered
  2. concentrationThe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-1c6565a5148c4b3dbd8ba172e67c2f9d
Source dataset
uspto-grants-1976_08
Patent number
US03976633

Reaction notes

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