Hydrochloric Acid → HCID 20435416, compound

HRID 1154362Notes

Reaction equation

HRID 1154362 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:16][C:17]2[CH:27]=[CH:26][C:20]([C:21]([O:23]CC)=[O:22])=[CH:19][CH:18]=2)[C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[OH-].[K+].C(O)C.Cl>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:16][C:17]2[CH:27]=[CH:26][C:20]([C:21]([OH:23])=[O:22])=[CH:19][CH:18]=2)[C:9]2[CH:10]=[CH:11][C:12]([Cl:15])=[CH:13][CH:14]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 86120900HCID 86120900, compound

Product 1

HCID 20435416HCID 20435416, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 13 g. of 4-[[bis(p-chlorphenyl)methyl]amino]benzoic acid, ethyl ester, 9 g. of potassium hydroxide, and 150 ml. of 95% ethanol is heated at 70° C. for 4 hours, cooled, diluted with 300 ml. of water, and adjusted to pH 6.5 with 37% hydrochloric acid. The solid is collected, dried, and crystallized from ethanol and then acetic acid, giving 5.52 g. of the desired product as yellow crystals, m.p. 245°-247° C.

Workup

  1. additionA mixture of 13 g
  2. temperaturecooled
  3. additiondiluted with 300 ml
  4. customThe solid is collected
  5. customdried
  6. customcrystallized from ethanol
  7. customacetic acid, giving 5.52 g

Sources & evidence

ORD record
ord-b33a1382868d4fbbaff34f0dc25f1fbe
Source dataset
uspto-grants-1984_12
Patent number
US04489094

Reaction notes

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