Ammonium Chloride → HCID 43518101, compound

HRID 581957Notes

Reaction equation

HRID 581957 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]#[N:16])=[CH:11][C:10]=2[N+:17]([O-])=O)[CH:5]=[CH:6][CH:7]=1.[Cl-].[NH4+].O.O.O.O.O.O.O.O.O.[S-2].[Na+].[Na+]>CO>[NH2:17][C:10]1[CH:11]=[C:12]([C:15]#[N:16])[CH:13]=[CH:14][C:9]=1[NH:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([I:1])[CH:3]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 73972Sodium sulfide nonahydrateHCID 54558707HCID 54558707, compound

Product 1

HCID 43518101HCID 43518101, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of (29): (2.1 g, 5.75 mmol) in methanol (50 ml) is added ammonium chloride (0.92 g, 17.25 mmol) and sodium sulfide nonahydrate (4.14 g, 17.25 mmol) and the mixture is heated to reflux for 1.5 hours. After cooling the mixture is poured into ice-water (200 ml) and the product is filtered off, washed with water and dried to leave 1.8 g (93%) of the title compound. Mp. 170-172° C.

Workup

  1. temperaturethe mixture is heated
  2. temperatureto reflux for 1.5 hours
  3. temperatureAfter cooling the mixture
  4. filtrationthe product is filtered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-cbae3c7734a84761aa640df5b2b942a7
Source dataset
uspto-grants-1999_07
Patent number
US05922724

Reaction notes

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