Pyridine → 1-Isocyanatoadamantane

HRID 1702803Notes

Reaction equation

HRID 1702803 reaction equation
C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:8])C=CC=CC=1.[C:18]12(C(O)=O)[CH2:27][CH:22]3[CH2:23][CH:24]([CH2:26][CH:20]([CH2:21]3)[CH2:19]1)[CH2:25]2.[N:31]1[CH:36]=CC=CC=1>>[C:18]12([N:31]=[C:36]=[O:8])[CH2:19][CH:20]3[CH2:21][CH:22]([CH2:23][CH:24]([CH2:26]3)[CH2:25]1)[CH2:27]2

Participants

4

Reactant 3

HCID 1049PyridineHCID 132351-Adamantanecarboxylic acidHCID 199401P,P-Diphenylphosphinic azide

Product 1

HCID 20599951-Isocyanatoadamantane

Conditions

Temperature
70 °C

Procedure

Diphenylphosphoryl azide (9.08 g.) was added dropwise to a solution of 1-admantanecarboxylic acid (5.4 g.) in dry pyridine (25 ml.) and stirred at 70° C. for one hour to give 1-adamantyl isocyanate [I.R.: 2250 cm-1 ].

Sources & evidence

ORD record
ord-5b7763b6ed6a445f8c3666d913eab2d6
Source dataset
uspto-grants-1982_09
Patent number
US04349552

Reaction notes

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