2-Aminophenol → HCID 14049036, compound

HRID 1789497Notes

Reaction equation

HRID 1789497 reaction equation
[N:1]([CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1)=[C:2]=[S:3].[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[OH:18]>C(#N)C>[OH:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[NH:11][C:2]([NH:1][CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1)=[S:3]

Participants

4

Reactant 2

HCID 58012-AminophenolHCID 11126439HCID 11126439, compound

Product 1

HCID 14049036HCID 14049036, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 15 parts of 4-(isothiocyanatomethyl)pyridine, 9.5 parts of 2-aminophenol and 160 parts of acetonitrile was stirred for 3 hours at room temperature. The precipitated product was filtered off, washed with 2,2'-oxybispropane and crystallized from acetonitrile, yielding 8.22 parts of N-(2-hydroxyphenyl)-N'-(4-pyridinylmethyl)thiourea; mp. 179.6° C. (intermediate 73).

Workup

  1. filtrationThe precipitated product was filtered off
  2. washwashed with 2,2'-oxybispropane
  3. customcrystallized from acetonitrile

Sources & evidence

ORD record
ord-75690f0a653d4186828de4ecee7463a7
Source dataset
uspto-grants-1987_08
Patent number
US04689330

Reaction notes

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