Ammonia → HCID 15746480, compound

HRID 1492217Notes

Reaction equation

HRID 1492217 reaction equation
[NH3:1].[CH3:2][O:3][CH2:4][CH2:5][N:6]([CH2:16][CH2:17][O:18][CH3:19])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N:13]=[C:14]=[S:15]>C(O)C>[CH3:19][O:18][CH2:17][CH2:16][N:6]([CH2:5][CH2:4][O:3][CH3:2])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[NH:13][C:14]([NH2:1])=[S:15]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 18952137HCID 18952137, compound

Product 1

HCID 15746480HCID 15746480, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
10 °C

Procedure

A saturated solution of ammonia in ethanol (40 ml) was added over 40 minutes to a mixture of 2-[bis(2-methoxyethyl)amino]phenyl isothiocyanate (7.5 g) and ethanol (10 ml) which had been cooled to 10° C. The mixture was stirred at 0° C. for 8 hours and then stirred without cooling for 16 hours. The solvent was then removed by evaporation and the residue purified by chromatography on a silica column eluted with a 1:4 mixture of ethyl acetate and hexane and then a 1:1 mixture of ethyl acetate and hexane to give 1-{2-[bis(2-methoxyethyl)amino]phenyl}thiourea (m.p. 118°-119° C.).

Workup

  1. stirringstirred
  2. temperaturewithout cooling for 16 hours
  3. customThe solvent was then removed by evaporation
  4. customthe residue purified by chromatography on a silica column
  5. washeluted with a 1:4 mixture of ethyl acetate and hexane
  6. additiona 1:1 mixture of ethyl acetate and hexane

Sources & evidence

ORD record
ord-02bad804b59146f7bd87ae3f5db39bd1
Source dataset
uspto-grants-1994_12
Patent number
US05373008

Reaction notes

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