Water → HCID 178442768, compound

HRID 867901Notes

Reaction equation

HRID 867901 reaction equation
[C:1]([C:5]1[C:6](C#N)=[C:7]2[N:11]([N:12]=1)[C:10]([C:13]1[C:18]([CH3:19])=[C:17]([CH3:20])[C:16]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[C:15]([CH3:31])[C:14]=1[CH3:32])=[N:9][NH:8]2)([CH3:4])([CH3:3])[CH3:2].S(=O)(=O)(O)O.O>CO>[C:1]([C:5]1[CH:6]=[C:7]2[N:11]([N:12]=1)[C:10]([C:13]1[C:14]([CH3:32])=[C:15]([CH3:31])[C:16]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[C:17]([CH3:20])[C:18]=1[CH3:19])=[N:9][NH:8]2)([CH3:3])([CH3:4])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 178442769HCID 178442769, compound

Product 1

HCID 178442768HCID 178442768, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The nitrile from part (b) (20 g) was added in one portion to 75% sulfuric acid (from concentrated H2SO4 [270 g]) and ice (90 g) with stirring at 140°-150° C. 15-20 minutes later, ice (1000 g) was added. After decantation, the sticky solid was dissolved in methanol (200 ml) and hot water (5 ml) added. On cooling, the precipitate was collected, washed with 90% methanol (2×50 ml) and dried to give the product (85-90%), m.p. 194°-195° C.

Workup

  1. temperatureOn cooling
  2. customthe precipitate was collected
  3. washwashed with 90% methanol (2×50 ml)
  4. customdried

Sources & evidence

ORD record
ord-4827406dfdb14f77bbe958330e7f56a1
Source dataset
uspto-grants-1988_10
Patent number
US04777121

Reaction notes

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