Formaldehyde → HCID 20319374, compound

HRID 866513Notes

Reaction equation

HRID 866513 reaction equation
C1(N(C(N)=O)N)C=CC=CC=1.[Cl:12][C:13]1[CH:14]=[C:15]([N:20]([C:29]([N:31]([CH3:33])[CH3:32])=[O:30])[N:21]=[CH:22]C2C=CC=CC=2)[CH:16]=[CH:17][C:18]=1[F:19].ClC1C=C(NN=CC2C=CC=CC=2)C=CC=1F.CN(C)C(Cl)=O.ClC1C=C(N(C(N(C)C)=O)N)C=CC=1F.C=O>>[Cl:12][C:13]1[CH:14]=[C:15]([N:20]([C:29]([N:31]([CH3:33])[CH3:32])=[O:30])[N:21]=[CH2:22])[CH:16]=[CH:17][C:18]=1[F:19]

Participants

7

Reactant 6

HCID 712FormaldehydeHCID 6598Dimethylcarbamoyl ChlorideHCID 170220Hydrazinecarboxamide, 1-phenyl-HCID 127899361-(3-Chloro-4-fluorophenyl)-N,N-dimethylhydrazine-1-carboxamideHCID 54519082HCID 54519082, compoundHCID 70621649HCID 70621649, compound

Product 1

HCID 20319374HCID 20319374, compound

Procedure

A suitable method for preparing the 2-phenylsemicarbazones comprises converting a 2-phenylsemicarbazone of one specific aldehyde into a 2-phenyl-semicarbazone of a different aldehyde by hydrolyzing the initially prepared 2-phenylsemicarbazone into the corresponding 2-phenylsemicarbazide which is then reacted with the desired aldehyde. For example, benzaldehyde 2-(3-chloro-4-fluorophenyl)-4,4-dimethylsemicarbazone prepared e.g., from benzaldehyde 3-chloro-4-fluorophenylhydrazone and dimethylcarbamoyl chloride is hydrolyzed to 2-(3-chloro-4-fluorophenyl)-4,4-dimethylsemicarbazide which is reacted with formaldehyde to give formaldehyde 2-(3-chloro-4-fluorophenyl)-4,4-dimethylsemicarbazone.

Sources & evidence

ORD record
ord-d901976963b54d30a2e0048aa6a6af04
Source dataset
uspto-grants-1978_07
Patent number
US04099956

Reaction notes

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