Pyridine → 3-(2-Thienyl)propyl isocyanate

HRID 1702799Notes

Reaction equation

C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:8])C=CC=CC=1.[S:18]1[CH:22]=[CH:21][CH:20]=[C:19]1[CH2:23][CH2:24][CH2:25]C(O)=O.[N:29]1[CH:34]=CC=CC=1>>[S:18]1[CH:22]=[CH:21][CH:20]=[C:19]1[CH2:23][CH2:24][CH2:25][N:29]=[C:34]=[O:8]

Participants

Reactant 3

HCID 1049Pyridine

HCID 783864-(2-Thienyl)Butyric Acid

HCID 199401P,P-Diphenylphosphinic azide

Product 1

HCID 205251113-(2-Thienyl)propyl isocyanate

Conditions

Temperature: 100 °C

Procedure

Diphenyl phosphoryl azide [N3.PO(OC6H5)] (9.08 g.) was added dropwise to a solution of 4-(2-thienyl)butyric acid (5.53 g.) in dry pyridine (25 ml.) and stirred for one hour at 100° C. to give a solution comprising 3-(2-thienyl)propyl isocyanate (I.R.: 2260 cm-1).

Sources & evidence

ORD record: ord-fea5795f62b7439b85f70c5bacc7ca71
Source dataset: uspto-grants-1982_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04349552

Reaction notes

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