HCID 22099599, compound → HCID 135719546, compound

HRID 1457649Notes

Reaction equation

HRID 1457649 reaction equation
CC1C=CC=CC=1S([N:11]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[C:15]2[NH:22][N:23]=[CH:24][C:14]=2[CH2:13][CH2:12]1)(=O)=O>C(O)(=O)C>[NH:22]1[C:15]2[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[NH:11][CH2:12][CH2:13][C:14]=2[CH:24]=[N:23]1

Participants

3

Reactant 1

HCID 22099599HCID 22099599, compound

Product 1

HCID 135719546HCID 135719546, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 1.0 g of 1,4,5,6-tetrahydro-6-[(2-methylphenyl)sulfonyl]pyrazolo[4,3-d][1]benzazepine in 60 ml of 40% (V/v)H2SO4 in glacial acetic acid is heated at 60° C. for 12 hours or until the tosyl group is removed. The mixture is poured into 100 ml ice and water with cooling. Solid NaOH is added portionwise (temperature kept below 30° C.) with efficient stirring and the pH brought to 8. The mixture is extracted with ethyl acetate and the extract dried (Na2SO4) and the solvent removed to give a solid.

Workup

  1. customis removed
  2. additionThe mixture is poured into 100 ml ice and water
  3. temperaturewith cooling
  4. additionSolid NaOH is added portionwise (temperature kept below 30° C.)
  5. extractionThe mixture is extracted with ethyl acetate
  6. dry with materialthe extract dried (Na2SO4)
  7. customthe solvent removed
  8. customto give a solid

Sources & evidence

ORD record
ord-e9e54b641a8f4e569dadfa82b4da368e
Source dataset
uspto-grants-1998_12
Patent number
US05849735

Reaction notes

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