Ammonia → HCID 23464473, compound

HRID 444169Notes

Reaction equation

HRID 444169 reaction equation
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([C:13](OC)=O)=[CH:12][C:7]=2[S:6][C:5]2[CH:17]=[CH:18][CH:19]=[CH:20][C:4]=2[NH:3]1.[NH3:21]>CO>[C:13]([C:11]1[CH:10]=[CH:9][C:8]2[C:2](=[O:1])[NH:3][C:4]3[CH:20]=[CH:19][CH:18]=[CH:17][C:5]=3[S:6][C:7]=2[CH:12]=1)#[N:21]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 13013924HCID 13013924, compound

Product 1

HCID 23464473HCID 23464473, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Stir 5 gm. of methyl 10,11-dihydro-11-oxodibenzo[b,f][1,4]thiazepin-3-carboxylate in 500 ml. of methanol saturated with ammonia gas for 24 hours at room temperature. Evaporate the reaction mixture to dryness. Reflux the residue in 200 ml. of methylene chloride containing 10 gm. of phosphorous oxychloride for eight hours. Cool the reaction mixture to room temperature and shake several times with water. Separate the organic layer, dry over magnesium sulfate and evaporate to dryness to obtain the title product.

Workup

  1. customEvaporate the reaction mixture to dryness
  2. temperatureReflux the residue in 200 ml
  3. customSeparate the organic layer
  4. dry with materialdry over magnesium sulfate
  5. customevaporate to dryness

Sources & evidence

ORD record
ord-f5a745771f5540d38ed29dcacb826d1a
Source dataset
uspto-grants-1981_04
Patent number
US04263207

Reaction notes

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