4-Chlorobenzaldehyde → HCID 178506597, compound

HRID 267325Notes

Reaction equation

NNC(NN=CC1C=CC(Br)=CC=1)=N.[Cl:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=1.[IH:24].[NH2:25][NH:26][C:27]([NH:29][N:30]=[CH:31][C:32]1[CH:37]=[CH:36][C:35]([C:38]#[N:39])=[CH:34][CH:33]=1)=[NH:28]>>[IH:24].[Cl:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[N:25][NH:26][C:27]([NH:29][N:30]=[CH:31][C:32]2[CH:37]=[CH:36][C:35]([C:38]#[N:39])=[CH:34][CH:33]=2)=[NH:28])=[CH:18][CH:17]=1

Participants

Reactant 3

HCID 77264-Chlorobenzaldehyde2×

HCID 178506596HCID 178506596, compound

HCID 178513178HCID 178513178, compound

Product 1

HCID 178506597HCID 178506597, compound

Procedure

In a similar manner the reaction of 1-amino-3-(4-bromobenzylideneamino)guanidine methosulfate with 4-chlorobenzaldehyde gives the methosulfate salt of the subject compound. The reaction of 1-amino-3-(4-cyanobenzylideneamino)guanidine hydroiodide with 4-chlorobenzaldehyde gives 1-(4-chlorobenzylideneamino)-3-(4-cyanobenzylideneamino)guanidine hydroiodide; the reaction of 1-amino-3-(4-chlorobenzylideneamino)guanidine hydrochloride with 4-cyanobenzaldehyde affords the corresponding hydrochloride salt which melts at 297°-298°C. The reaction of 1-amino-3-(3,4-dichlorobenzylideneamino)guanidine hydrobromide and 4-chlorobenzaldehyde gives 1-94-chlorobenzylideneamino)-3-(3,4-dichlorobenzylidenamino)guanidine hydrobromide; the reaction of 1-amino-3-(4-chlorobenzylideneamino)guanidine hydrochloride with 3,4-dichlorobenzaldehyde gives the corresponding hydrochloride salt which melts at 288°C.

Workup

customgives the methosulfate salt of the subject compound

Sources & evidence

ORD record: ord-ba51ea80c5344e45b5c1dc2d35c71b16
Source dataset: uspto-grants-1976_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03941825

Reaction notes

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