Isopropanol → HCID 14536006, compound

HRID 1789498Notes

Reaction equation

HRID 1789498 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([NH:11][CH2:12][C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1)=S.[S].CC(O)C>[Hg]=O.C(#N)C>[N:16]1[CH:17]=[CH:18][C:13]([CH2:12][NH:11][C:9]2[O:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=3[N:8]=2)=[CH:14][CH:15]=1

Participants

6

Reactant 3

HCID 3776IsopropanolHCID 5362487SulfurHCID 14049036HCID 14049036, compound

Product 1

HCID 14536006HCID 14536006, compoundYield 56%

Reagents, catalysts & solvents 2

HCID 30856Mercuric oxideCatalystHCID 6342AcetonitrileSolvent

Procedure

A mixture of 14 parts of N-(2-hydroxyphenyl)-N'-(4-pyridinylmethyl)thiourea, 20 parts of mercury(II) oxide, 1 part of sulfur, 160 parts of 2-propanol and 160 parts of acetonitrile was stirred and refluxed for 14 hours. The reaction mixture was filtered over diatomaceous earth and the filtrate was evaporated. The oily residue was crystallized from acetonitrile, yielding 6.8 parts (56%) of N-(4-pyridinylmethyl)-2-benzoxazolamine; mp. 147.9° C. (intermediate 74).

Workup

  1. temperaturerefluxed for 14 hours
  2. filtrationThe reaction mixture was filtered over diatomaceous earth
  3. customthe filtrate was evaporated
  4. customThe oily residue was crystallized from acetonitrile

Sources & evidence

ORD record
ord-1f8d4057264749fe934f5d65ae0c3eaf
Source dataset
uspto-grants-1987_08
Patent number
US04689330

Reaction notes

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