3-Amino-1-phenylpropan-1-ol → HCID 21510116, compound

HRID 1658268Notes

Reaction equation

HRID 1658268 reaction equation
[NH2:1][CH2:2][CH2:3][CH:4]([OH:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.N([C:16]1[NH:17][CH2:18][CH2:19][CH2:20][N:21]=1)[N+]([O-])=O>C1(C)C(C)=CC=CC=1>[NH:21]1[CH2:20][CH2:19][CH2:18][N:17]=[C:16]1[NH:1][CH2:2][CH2:3][CH:4]([OH:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 1215483-Amino-1-phenylpropan-1-olHCID 412214N-(1,4,5,6-Tetrahydropyrimidin-2-yl)nitramide

Product 1

HCID 21510116HCID 21510116, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 8 parts of α(2-aminoethyl)benzylalcohol, 7.2 parts of 2-(nitramino)- 1,4,5,6-tetrahydropyrimidine and 40 parts of xylene is stirred and refluxed for 48 hours with waterseparator. Upon cooling the reaction mixture, the product is separated as an oil. The xylene is decanted and the oily product is triturated in diisopropylether. The solid product is filtered off and crystallized from acetone, yielding α-[2-(1,4,5,6-tetrahydro-2-pyrimidinylamino)ethyl]benzylalcohol; m.p. 130°-135°C.

Workup

  1. temperaturerefluxed for 48 hours with waterseparator
  2. temperatureUpon cooling the reaction mixture
  3. customthe product is separated as an oil
  4. customThe xylene is decanted
  5. customthe oily product is triturated in diisopropylether
  6. filtrationThe solid product is filtered off
  7. customcrystallized from acetone

Sources & evidence

ORD record
ord-6bbebc4e748141e9a26f7b6ce9579a5c
Source dataset
uspto-grants-1976_06
Patent number
US03963718

Reaction notes

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