Sulfuric Acid → N-(1-methylcycloheptyl)-2-phthalimidoacetamide

HRID 1277478Notes

Reaction equation

HRID 1277478 reaction equation
[C:1]1(=[O:14])[N:5]([CH2:6][C:7]#[N:8])[C:4](=[O:9])[C:3]2=[CH:10][CH:11]=[CH:12][CH:13]=[C:2]12.[CH3:15][C:16]1(O)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.S(=O)(=O)(O)[OH:25]>C(O)(=O)C>[CH3:15][C:16]1([NH:8][C:7](=[O:25])[CH2:6][N:5]2[C:4](=[O:9])[C:3]3=[CH:10][CH:11]=[CH:12][CH:13]=[C:2]3[C:1]2=[O:14])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

5

Reactant 3

HCID 1118Sulfuric Acid2×HCID 773761-Methylcycloheptan-1-olHCID 345881N-(Cyanomethyl)-phthalimide

Product 1

HCID 23454147N-(1-methylcycloheptyl)-2-phthalimidoacetamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

By processes similar to those described in Examples 1, 2 and 3, phthalimidoacetonitrile (27.9 g.) was caused to react with 1-methylcycloheptan-1-ol (24 g.) in glacial acetic acid solution (90 ml.) at 50° C. by the addition of concentrated sulphuric acid (0 ml.). After the initial vigorous reaction, a further 6 ml. of sulphuric acid wasadded. After 2 hours the resulting N-(1-methylcycloheptyl)-2-phthalimidoacetamide was isolated by pouring into water; it was collected, washed and dried before crystallisation frombenzene; it was obtained as a colourless crystalline solid, m.p. 190° C.

Workup

  1. customAfter the initial vigorous reaction

Sources & evidence

ORD record
ord-3ac0f61878a14e4bb2e06187a018c908
Source dataset
uspto-grants-1981_07
Patent number
US04277498

Reaction notes

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