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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 35700Generated: October 27, 2026

Formamide → N-formyl-1-[1-(4-chlorophenyl)cyclobutyl]butylamine

https://huagongshe.com/reaction/35700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamideHCID 713—
Reactant1-Butyryl-1-(4-chlorophenyl)cyclobutaneHCID 13083367—
SolventFormic AcidHCID 284—
ProductN-formyl-1-[1-(4-chlorophenyl)cyclobutyl]butylamineHCID 13083181—

Reaction Steps

A mixture of the ketone produced as described above (21 g) and 98% formic acid (6 ml) was added over a period of one and a half hours to formamide (15 ml) at 160° C. After completion of the addition the temperature was raised to 180° to 185° C. and maintained in this range for five hours. The mixture was cooled and extracted with chloroform to yield a thick gum which on heating with petroleum ether (b.p. 60°-80°) gave a colourless solid which was recrystallised from petroleum ether (b.p. 60°-80°) to yield N-formyl-1-[1-(4-chlorophenyl)cyclobutyl]butylamine (m.p. 97.5 to 98.5° C.) (Formula I (R1 =propyl; R2 =H; R3 =H; R4 =CHO; R5 =4-Cl; R6 =H). EXAMPLE 7

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04767790
Source datasetuspto-grants-1988_08
ORD IDord-73496bfe424e4d0cb2bb5ac284c8bf75
Source noteuspto-grants-1988_08