3-methylsulfonyl-11H-s-triazolo[3,4-b][3]benzazapine → 3-ethoxy-11H-s-triazolo[3,4-b][3]benzazepine

HRID 26525

Reaction equation

HRID 26525 reaction equation
CS([C:4]1[N:13]2[C:7]([CH2:8][C:9]3[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=3[CH:11]=[CH:12]2)=[N:6][N:5]=1)=O.CS(C1N2C(CC3C=CC=CC=3C=C2)=NN=1)(=O)=O.[O-:36][CH2:37][CH3:38].[Na+].C(O)C>C(O)C>[CH2:37]([O:36][C:4]1[N:13]2[C:7]([CH2:8][C:9]3[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=3[CH:11]=[CH:12]2)=[N:6][N:5]=1)[CH3:38]

Participants

5

Reactant 3

HCID 213235253-methylsulfonyl-11H-s-triazolo[3,4-b][3]benzazapineHCID 213235293-methylsulfinyl-11H-s-triazolo[3,4-b][3]benzazepineHCID 23706232Ethanol sodium ethoxide

Product 1

HCID 213233563-ethoxy-11H-s-triazolo[3,4-b][3]benzazepine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

By a procedure similar to that described in Example 35, 0.245 g of 3-methylsulfinyl-11H-s-triazolo [3,4-b][3]benzazepine, in lieu of 3-methylsulfonyl-11H-s-triazolo[3,4-b][3]benzazepine, was reacted with 1.2 ml of 1 N-sodium ethoxide/ethanol in 2 ml of ethanol to obtain 3-ethoxy-11H-s-triazolo[3,4-b][3]benzazepine as crystals. Recrystallization from acetone yielded colorless needles, melting point 143°-144° C. The infrared absorption spectrum of this product was identical with that of the compound obtained in Example 35.

Sources & evidence

ORD record
ord-66aacf99ccc542b9aff3e8ef366f46b2
Source dataset
uspto-grants-1979_04
Patent number
US04150139

Linked notes

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