Sulfuric Acid → 2-Amino-N-(1,1-dimethylpentyl)acetamide

HRID 1277479Notes

Reaction equation

HRID 1277479 reaction equation
C1(=O)N(CC#N)C(=O)C2=CC=CC=C12.CC(O)(CCCC)C.S(=O)(=O)(O)O.[CH3:28][C:29]([NH:35][C:36](=[O:49])[CH2:37][N:38]1C(=O)C2=CC=CC=C2C1=O)([CH3:34])[CH2:30][CH2:31][CH2:32][CH3:33].O.NN>C(O)(=O)C.C(O)C.C1C=CC=CC=1>[NH2:38][CH2:37][C:36]([NH:35][C:29]([CH3:28])([CH3:34])[CH2:30][CH2:31][CH2:32][CH3:33])=[O:49]

Participants

9

Reactant 5

HCID 1118Sulfuric AcidHCID 122402-Methylhexan-2-olHCID 24654Hydrazine hydrate (1:1)HCID 345881N-(Cyanomethyl)-phthalimideHCID 23454152N-(1,1-dimethylpentyl)-2-phthalimidoacetamide

Product 1

HCID 234541382-Amino-N-(1,1-dimethylpentyl)acetamide

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 241BenzeneSolventHCID 702EthanolSolvent

Procedure

2-Phthalimidoacetonitrile (14.4 g.) was reacted with 2-methylhexan-2-ol (7.5 g.) in glacial acetic acid by the addition of concentrated sulphuric acid (15 ml.) according to the process described in Example 1. The resulting N-(1,1-dimethylpentyl)-2-phthalimidoacetamide was recrystallisedfrom benzene, m.p. 189°-190° C. It was then reacted with hydrazine hydrate (2.8 g.) in ethanol (100 ml.) as in Example 2 and the product purified as its hydrogen oxalate; 2-amino-N-(1,1-dimethylpentyl)acetamide hydrogen oxalate.

Workup

  1. customthe product purified as its hydrogen oxalate

Sources & evidence

ORD record
ord-6bc557d5f4ec495ebea9e7d1de9450a3
Source dataset
uspto-grants-1981_07
Patent number
US04277498

Reaction notes

Loading…