Ammonia → HCID 20377823, compound

HRID 2052383Notes

Reaction equation

HRID 2052383 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][C:11]1[CH:17]=[CH:16][C:15](=O)[C:14]([O:19]C)=[CH:13][CH:12]=1)([OH:3])=[O:2].[NH3:21]>CO>[NH2:21][C:15]1[C:14](=[O:19])[CH:13]=[CH:12][C:11]([S:10][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:1]([OH:3])=[O:2])=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 20377833HCID 20377833, compound

Product 1

HCID 20377823HCID 20377823, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

A solution of 5-[(2-carboxyphenyl)thio]-2-methoxy-2,4,6-cycloheptatrien-1-one (1.0 g, prepared from 5-chloro-2-methoxy-2,4,6-cycloheptatrien-1-one and 2-mercaptobenzoic acid) in methanol (30 ml) at -25° C. is saturated with ammonia gas. The solution is heated in a pressure bottle at 80° C. for 8 hours and cooled to -70° C. The bottle is opened and the solvent is evaporated to give 2-amino-5-[(2-carboxyphenyl)thio]-2,4,6-cycloheptatrien-1-one.

Workup

  1. customat -25° C.
  2. temperaturecooled to -70° C
  3. customthe solvent is evaporated

Sources & evidence

ORD record
ord-ce4e4b0832734836a78d5b6845a42f7a
Source dataset
uspto-grants-1980_01
Patent number
US04183955

Reaction notes

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