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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 280336Generated: October 26, 2026

Dimethylformamide → Benzamide

https://huagongshe.com/reaction/280336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIsatoic AnhydrideHCID 8359—
ReactantN-[1-(2-aminoethyl)-4-piperidinyl]-1-(4-fluorophenylmethyl)-1H-benzimidazol-2-amineHCID 12891741—
SolventWaterHCID 962—
ProductBenzamideHCID 2331—

Reaction Steps

To a stirred and hot (50° C.) mixture of 4.1 parts of 2H-3,1-benzoxazine-2,4(1H)-dione and 31.5 parts of N,N-dimethylformamide was added dropwise a solution of 9.4 parts of N-[1-(2-aminoethyl)-4-piperidinyl]-1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-amine in 31.5 parts of N,N-dimethylformamide at 50° C. Upon completion, stirring was continued for 3 hours at 50° C. Water was added and the product was extracted with 4-methyl-2- pentanone. The extract was dried, filtered and evaporated. The residue was crystallized from acetonitrile, yielding 9.8 parts (80%) of 2-amino-N-[2-[4-fluorophenyl)-methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinyl]ethyl]benzamide; mp. 171.7° C. (58).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04588722
Source datasetuspto-grants-1986_05
ORD IDord-ff3957c71daa4453bbb438ca724371dc
Source noteuspto-grants-1986_05