Phosgene → 1-Isocyanato-3-nitroadamantane

HRID 992166Notes

Reaction equation

HRID 992166 reaction equation
[C:1](Cl)(Cl)=[O:2].[NH2:5][C:6]12[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:14][C:8]([N+:16]([O-:18])=[O:17])([CH2:9]3)[CH2:7]1)[CH2:13]2>C1(C)C=CC=CC=1>[N:5]([C:6]12[CH2:13][CH:12]3[CH2:11][CH:10]([CH2:9][C:8]([N+:16]([O-:18])=[O:17])([CH2:14]3)[CH2:7]1)[CH2:15]2)=[C:1]=[O:2]

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 184104831-Amino-3-nitroadamantane

Product 1

HCID 132376841-Isocyanato-3-nitroadamantaneYield 90%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

10 mmole of 1-amino-3-nitroadamantane obtained by the method of Example 66 was dissolved in toluene (100 ml). To the resultant solution, 12 mmole of phosgene was added at the room temperature and stirred for 6 hours. As a result, The conversion of 1-amino-3-nitroadamantane was 99%, and 1-isocyanato-3-nitroadamantane (yield 90%) was formed.

Sources & evidence

ORD record
ord-7dcf062a33334c4996fd91fea700d3d8
Source dataset
uspto-grants-2002_10
Patent number
US06468487B1

Reaction notes

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