4-Chlorobenzaldehyde → HCID 178419721, compound

HRID 1730478Notes

Reaction equation

[BrH:1].[NH2:2][NH:3][C:4]([NH:6][N:7]=[CH:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([Cl:16])[CH:10]=1)=[NH:5].[Cl:17][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=O)=[CH:20][CH:19]=1>>[BrH:1].[Cl:17][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=[N:2][NH:3][C:4]([NH:6][N:7]=[CH:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([Cl:16])[CH:10]=2)=[NH:5])=[CH:20][CH:19]=1

Participants

Reactant 2

HCID 77264-Chlorobenzaldehyde

HCID 178419724HCID 178419724, compound

Product 1

HCID 178419721HCID 178419721, 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)guanidinehydrochloride 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-(4-chlorobenzylidene-amino)-3-(3,4-dichlorobenzylideneamino)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.

Sources & evidence

ORD record: ord-6ba8f0603dcc4fc299579578e3cc36c4
Source dataset: uspto-grants-1976_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03992446

Reaction notes

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