Triethylamine → 2-(Isocyanatomethyl)bicyclo[2.2.1]heptane

HRID 1702775Notes

Reaction equation

HRID 1702775 reaction equation
[C:1]12(CC(O)=O)[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH2:2]2.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:19])C=CC=CC=1.[CH2:29]([N:31]([CH2:34]C)CC)C>C1C=CC=CC=1>[CH:1]12[CH2:7][CH:4]([CH2:3][CH2:2]1)[CH2:5][CH:6]2[CH2:29][N:31]=[C:34]=[O:19]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 1563496015019-83-7

Product 1

HCID 126143022-(Isocyanatomethyl)bicyclo[2.2.1]heptane

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The reaction of 2-norbornylacetic acid and diphenylphosphoryl azide in a solution of triethylamine and benzene provided a solution comprising 2-norbornylmethyl isocyanate (I.R.: 2270 cm-1), which was reacted with 5-fluorouracil to provide 1-[N-(2-norbornylmethyl)carbamoyl]-5-fluorouracil substantially in the similar method to that of Example 1.

Sources & evidence

ORD record
ord-8143a1ff7c25439ba16ed12c08638b81
Source dataset
uspto-grants-1982_09
Patent number
US04349552

Reaction notes

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