Ammonia → HCID 66863441, compound
Reaction equation
O=C1C2CC3(C(O)=O)CC(CC1C3)C2.C(Cl)(=O)C(Cl)=O.O.[NH3:22].O=[C:24]1[CH:31]2[CH2:32][C:27]3([C:34]([NH2:36])=[O:35])[CH2:28][CH:29]([CH2:33][CH:25]1[CH2:26]3)[CH2:30]2.N.[H][H]>>[NH2:22][CH:24]1[CH:31]2[CH2:32][C:27]3([C:34]([NH2:36])=[O:35])[CH2:28][CH:29]([CH2:33][CH:25]1[CH2:26]3)[CH2:30]2Participants
7
Procedure
More detailed explanations on Reaction Formula 1 are as follows: 4-oxoadamantane-1-carboxylic acid (1) is treated with oxalic chloride and ammonia water to prepare 4-oxoadamantane-1-carboxylic acid amide (2), and the resulting compound is treated with ammonia and subjected to a reduction reaction by using hydrogen to produce 4-aminoadamantane-1-carboxylic acid amide (3). 4-aminoadamantane-1-carboxylic acid amide thus prepared is a mixture of (E) and (Z) types, which is made into a salt form by using hydrochloric acid and then subjected to recrystallization by using acetonitrile and water to yield a pure (E) type of 4-aminoadamantane-1-carboxylic acid amide (4).
Workup
- customsubjected to a reduction reaction
Sources & evidence
- ORD record
- ord-6a00c00a01984a50a13718e7cc078f2b
- Source dataset
- uspto-grants-2016_01
- Patent number
- US09233957B2
Reaction notes
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