Ammonia → Iminodiacetic acid

HRID 1788642Notes

Reaction equation

[CH:1]([CH:3]=[O:4])=O.S(=O)=[O:6].N.[NH2:9][CH2:10][C:11]([OH:13])=[O:12]>>[NH:9]([CH2:1][C:3]([OH:4])=[O:6])[CH2:10][C:11]([OH:13])=[O:12]

Participants

Reactant 4

HCID 222Ammonia3×

HCID 750Glycine

HCID 1119Sulfur Dioxide3×

HCID 7860Glyoxal3×

Product 1

HCID 8897Iminodiacetic acid

Procedure

Using the apparatus and procedure of Example 6, two runs were carried out in which glyoxal was reacted with sulfur dioxide and ammonia. In the first run, one equivalent of sulfur dioxide and one equivalent of glyoxal were charged per mole of ammonia. In the second run, two moles of glyoxal and two moles of sulfur dioxide were charged per mole of ammonia. In each run a mixture of glycine and iminodiacetic acid was produced. The results of the runs of this example are set forth in Table III.

Sources & evidence

ORD record: ord-44a33c27360e44e3a871e894dde8af47
Source dataset: uspto-grants-1987_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04684483

Reaction notes

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