Sodium ethoxide → HCID 13281202, compound
Reaction equation
[C:1]([CH2:3][CH:4]1[CH2:9][CH2:8][N:7](C=O)[CH2:6][CH2:5]1)#[N:2].C1(C)C=CC(S(O)(=O)=O)=CC=1.[NH2:23][CH2:24][CH2:25][CH2:26]N.[O-]CC.[Na+]>C(O)C>[NH:7]1[CH2:6][CH2:5][CH:4]([CH2:3][C:1]2[NH:2][CH2:26][CH2:25][CH2:24][N:23]=2)[CH2:9][CH2:8]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 200 °C
Procedure
A mixture of 4-cyanomethyl piperidine-1-carboxaldehyde (4. g, 0.026 M) and 1,3-diaminopropane mono p-toluenesulfonate (7.3 g, 0.052 M) was heated at 100° C. for 1/2 hrs and 200° C. for 2 hrs. The reaction mixture was dissolved in ethanol (50 ml) and sodium ethoxide (0.052 M) was added. The mixture was filtered and the filtrate was stripped to dryness and distilled from about 170° to about 190° C./0.2 mmHg to yield 1,4,5,6-tetrahydro-2-[(4-piperidinyl)methyl]-pyrimidine (2.7 g, 56.7% yield). This compound was characterized as dihydrochloride salt, [mp 279°-28]° C. (EtOH).
Workup
- filtrationThe mixture was filtered
- distillationdistilled from about 170° to about 190° C./0.2 mmHg
Sources & evidence
- ORD record
- ord-64ff674a7181407ca34c248eb6f5f662
- Source dataset
- uspto-grants-1984_02
- Patent number
- US04431653
Reaction notes
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